{"version":"0.1","company":{"name":"YubHub","url":"https://yubhub.co","jobsUrl":"https://yubhub.co/jobs/at/gusto"},"x-facet":{"type":"company","slug":"gusto","display":"Gusto","count":24},"x-feed-size-limit":100,"x-feed-sort":"enriched_at desc","x-feed-notice":"This feed contains at most 100 jobs (the most recently enriched). For the full corpus, use the paginated /stats/by-facet endpoint or /search.","x-generator":"yubhub-xml-generator","x-rights":"Free to redistribute with attribution: \"Data by YubHub (https://yubhub.co)\"","x-schema":"Each entry in `jobs` follows https://schema.org/JobPosting. YubHub-native raw fields carry `x-` prefix.","jobs":[{"@context":"https://schema.org","@type":"JobPosting","identifier":{"@type":"PropertyValue","name":"YubHub","value":"job_2445da38-a0f"},"title":"Principal Software Engineer - Contractors Payroll","description":"<p>About Gusto</p>\n<p>At Gusto, we&#39;re on a mission to grow the small business economy. We handle the hard stuff , payroll, health insurance, 401(k)s, and HR , so owners can focus on their craft and their customers.</p>\n<p>With teams in Denver, San Francisco, and New York, we support more than 400,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) , because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.</p>\n<p>AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.</p>\n<p>About the Role</p>\n<p>As the Principal Engineer for the Contractors team, you will play a pivotal role in shaping the future of Gusto’s flagship Payroll product,one of the core pillars of our platform. You will design, build, and scale the capabilities that power essential experiences for our customers. Working collaboratively with product managers, designers, and other engineers, you will deliver impactful features that meet customer needs and elevate user experiences.</p>\n<p>As a Gusto Engineer at this level, you’ll guide projects end-to-end,shaping initial feature specifications, driving architectural decisions to bring systems closer to their desired end states, executing on complex initiatives, and maintaining code that powers mission-critical functionality. Beyond technical contributions, you’ll help define and contribute to the broader strategy of how Gusto continues to build and scale its Payroll product.</p>\n<p>If you’re excited about solving complex, high-impact problems and want to contribute to a product that touches the lives of millions, we’d love to have you on board!</p>\n<p>About the Team</p>\n<p>Payroll serves as Gusto&#39;s core product, used by each of our 500,000+ customers and contributing significantly to our annual recurring revenue of over $800,000,000. Although we hold the leading market position for SMBs in the US, the market remains highly fragmented, with an estimated 90% still in need of a superior solution. The Contractors team empowers businesses to onboard and pay contractors in 120+ countries with ease and speed. This includes critical functionalities such as payroll setup, preparation, and submission, historical reporting, time tracking, and shift scheduling.</p>\n<p>As a key member of this team, you’ll have the opportunity to make a profound impact on both the product and the customers who depend on it daily.</p>\n<p>Here’s what you’ll do day-to-day:</p>\n<ul>\n<li>Architect, build, and maintain scalable, secure, and resilient backend systems to support Gusto’s Payroll products.</li>\n</ul>\n<ul>\n<li>Function as a Technical Lead across multiple teams in Pay Group, helping us keep engineers unblocked and deliver high-quality work supporting our long-term goals.</li>\n</ul>\n<ul>\n<li>Help scale one of the largest Ruby/Rails and TypeScript/React applications in the world.</li>\n</ul>\n<ul>\n<li>Collaborate on complex and ambiguous problems with partnerships from Engineering, Product Management, Design, Data Science, Compliance, Operations, and other cross-functional teams.</li>\n</ul>\n<ul>\n<li>Mentor and grow fellow engineers working to create holistic and scalable solutions.</li>\n</ul>\n<ul>\n<li>Drive the product development process from concept to launch, delivering delightful products that make payroll, taxes, and compliance simple and easy.</li>\n</ul>\n<ul>\n<li>Engage in a highly supportive environment working with others to drive productivity and innovation.</li>\n</ul>\n<p>Here’s what we&#39;re looking for:</p>\n<ul>\n<li>15+ years of professional software development experience.</li>\n</ul>\n<ul>\n<li>Experience as a tech lead, overseeing and successfully delivering projects that span multiple teams.</li>\n</ul>\n<ul>\n<li>Enthusiasm for a collaborative, test-driven development environment.</li>\n</ul>\n<ul>\n<li>Proven experience building and maintaining resilient backend systems that support customer-facing products, including optimizing existing systems for performance, reliability, and scalability.</li>\n</ul>\n<ul>\n<li>Ability to produce maintainable, structured, and well-documented code.</li>\n</ul>\n<ul>\n<li>Expertise in developing and maintaining RESTful APIs, GraphQL endpoints, and backend services, ensuring seamless integration with frontend systems and third-party services.</li>\n</ul>\n<ul>\n<li>Demonstrated ability in scaling engineering organizations, with a strong focus on individual and team development and mentorship.</li>\n</ul>\n<ul>\n<li>Experience in highly cross-functional environments working on highly complex products.</li>\n</ul>\n<ul>\n<li>Ability to clearly communicate technical complexity and facilitate informed trade-offs among stakeholders.</li>\n</ul>\n<ul>\n<li>Experience using AI tools to build, test, and iterate on products quickly.</li>\n</ul>\n<ul>\n<li>Understanding of how to evaluate AI-driven outputs using clear success criteria.</li>\n</ul>\n<ul>\n<li>A commitment to staying current on emerging backend technologies and AI frameworks and patterns, regularly experimenting with new approaches.</li>\n</ul>\n<ul>\n<li>Willingness to contribute to shared tools or templates that enhance the speed and safety of AI experimentation.</li>\n</ul>\n<p>Our cash compensation amount for this role is targeted at $251,000-$309,000 /yr for New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.</p>\n<p>Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto&#39;s subsidiary, whose physical office is in Scottsdale. Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.</p>\n<p>Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it&#39;s the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.</p>\n<p>Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic.</p>\n<p>Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures.</p>\n<p>We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.</p>\n<p>Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer. Personal information collected and processed as part of your Gusto application will be subject to Gusto&#39;s Applicant Privacy Notice.</p>\n<p style=\"margin-top:24px;font-size:13px;color:#666;\">XML job scraping automation by <a href=\"https://yubhub.co\">YubHub</a></p>","url":"https://yubhub.co/jobs/job_2445da38-a0f","directApply":true,"hiringOrganization":{"@type":"Organization","name":"Gusto","sameAs":"https://www.gusto.com/","logo":"https://logos.yubhub.co/gusto.com.png"},"x-apply-url":"https://job-boards.greenhouse.io/gusto/jobs/6447954","x-work-arrangement":"hybrid","x-experience-level":"senior","x-job-type":"full-time","x-salary-range":"$251,000-$309,000 /yr","x-skills-required":["Ruby","Rails","TypeScript","React","RESTful APIs","GraphQL","backend services","scalable systems","secure systems","resilient systems","collaborative development environment","test-driven development","backend system maintenance","API development","data science","compliance","operations","cross-functional teams","engineering organization development","team development","mentorship","AI tools","AI-driven outputs","emerging backend technologies","AI frameworks","patterns"],"x-skills-preferred":[],"datePosted":"2026-04-18T15:58:59.500Z","jobLocation":{"@type":"Place","address":{"@type":"PostalAddress","addressLocality":"New York, NY"}},"employmentType":"FULL_TIME","occupationalCategory":"Engineering","industry":"Technology","skills":"Ruby, Rails, TypeScript, React, RESTful APIs, GraphQL, backend services, scalable systems, secure systems, resilient systems, collaborative development environment, test-driven development, backend system maintenance, API development, data science, compliance, operations, cross-functional teams, engineering organization development, team development, mentorship, AI tools, AI-driven outputs, emerging backend technologies, AI frameworks, patterns","baseSalary":{"@type":"MonetaryAmount","currency":"USD","value":{"@type":"QuantitativeValue","minValue":251000,"maxValue":309000,"unitText":"YEAR"}}},{"@context":"https://schema.org","@type":"JobPosting","identifier":{"@type":"PropertyValue","name":"YubHub","value":"job_cdeaf600-bda"},"title":"Staff Product Designer, Benefits","description":"<p>About Gusto</p>\n<p>At Gusto, we&#39;re on a mission to grow the small business economy. We handle the hard stuff , payroll, health insurance, 401(k)s, and HR , so owners can focus on their craft and their customers.</p>\n<p>We&#39;re hiring a Staff Product Designer for our Benefits team to design and launch a new product offering at Gusto. Our focus in Benefits is simple: help small businesses and their employees get access to better quality care at more affordable rates,in other words, we make benefits work harder for small businesses.</p>\n<p>Benefits is a notoriously complex space, full of confusing choices, high stakes, and fragmented experiences across employers, employees, carriers, and brokers. In this role, you’ll partner closely with Product Managers, Engineers, Data Science, CX, Operations, and Sales to turn that complexity into experiences that feel clear, human, and trustworthy,from end-to-end journeys to the underlying systems that power them.</p>\n<p>This is an opportunity to shape a new part of Gusto’s Benefits offering and deliver meaningful, tangible impact for small businesses and the people who rely on them.</p>\n<p>Responsibilities</p>\n<ul>\n<li>Lead 0→1 discovery and design for a new Benefits product offering,from problem framing to MVP definition,grounded in real employer + employee workflows.</li>\n</ul>\n<ul>\n<li>Design end-to-end service experiences across employer, employee, and internal ops workflows,identifying where AI can reduce complexity while keeping decisions clear and controllable.</li>\n</ul>\n<ul>\n<li>Design AI-assisted decision moments that help customers choose and act with confidence.</li>\n</ul>\n<ul>\n<li>Design the system that makes AI safe and scalable: define objects, rules, states, and exception paths plus guardrails for when AI should defer to humans.</li>\n</ul>\n<ul>\n<li>Make data legible and operational: shape the information model and UX so humans and AI can collaborate,clean inputs, clear outputs, and structured handoffs that reduce errors and rework.</li>\n</ul>\n<ul>\n<li>Build product feedback loops that improve AI quality over time: define success metrics, evaluation signals, and human-in-the-loop review patterns to continuously tune guidance, routing, and automation.</li>\n</ul>\n<ul>\n<li>Design in code to ship faster: use AI-assisted dev tools (e.g., Cursor, Claude Code) to prototype and deliver production-quality UI, collaborating tightly with engineering and shaping reusable patterns.</li>\n</ul>\n<p>Requirements</p>\n<ul>\n<li>You partner cross-functionally to define human-in-the-loop workflows, and set principles for fairness, privacy, and trust.</li>\n</ul>\n<ul>\n<li>You design with AI as a core material,prototyping, refining prompts, and integrating AI behaviors that adapt responsibly to user context. You guide teams in balancing automation with transparency and control.</li>\n</ul>\n<ul>\n<li>You redesign service blueprints where AI plays an active role,automating routine workflows, predicting needs, and escalating complex cases to humans with transparency and context.</li>\n</ul>\n<ul>\n<li>You define area strategy using measurable bets and experimentation; partner with Analytics and AI teams to track and evaluate impact.</li>\n</ul>\n<ul>\n<li>You scale quality through reusable patterns, thoughtful critique, and mentorship; balance exploration with delivery.</li>\n</ul>\n<ul>\n<li>You influence cross-functional strategy across teams; resolve complex trade-offs and guide design through ambiguity.</li>\n</ul>\n<ul>\n<li>You coach across teams, build onboarding and training programs, and raise the bar for craft and systems thinking.</li>\n</ul>\n<p>Benefits</p>\n<p>At Gusto, we strive to provide rewards that empower employees to achieve their financial and personal goals. We offer competitive compensation packages with a strong emphasis on equity-based compensation (ownership in Gusto).</p>\n<p>Our cash compensation range for this role is $146,000/yr to $183,000/yr in Denver &amp; most remote locations, and $177,000/yr to $222,000/yr in San Francisco, Seattle &amp; New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.</p>\n<p>Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto&#39;s subsidiary, whose physical office is in Scottsdale. Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.</p>\n<p>When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.</p>\n<p>Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it&#39;s the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.</p>\n<p>Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic.</p>\n<p>Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures.</p>\n<p>We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.</p>\n<p>Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer. Personal information collected and processed</p>\n<p style=\"margin-top:24px;font-size:13px;color:#666;\">XML job scraping automation by <a href=\"https://yubhub.co\">YubHub</a></p>","url":"https://yubhub.co/jobs/job_cdeaf600-bda","directApply":true,"hiringOrganization":{"@type":"Organization","name":"Gusto","sameAs":"https://www.gusto.com/","logo":"https://logos.yubhub.co/gusto.com.png"},"x-apply-url":"https://job-boards.greenhouse.io/gusto/jobs/7676166","x-work-arrangement":"hybrid","x-experience-level":"staff","x-job-type":"full-time","x-salary-range":null,"x-skills-required":["AI","UX","Design","Product Management","Engineering","Data Science","CX","Operations","Sales"],"x-skills-preferred":[],"datePosted":"2026-04-18T15:58:48.958Z","jobLocation":{"@type":"Place","address":{"@type":"PostalAddress","addressLocality":"San Francisco, CA"}},"employmentType":"FULL_TIME","occupationalCategory":"Design","industry":"Technology","skills":"AI, UX, Design, Product Management, Engineering, Data Science, CX, Operations, Sales"},{"@context":"https://schema.org","@type":"JobPosting","identifier":{"@type":"PropertyValue","name":"YubHub","value":"job_b386978f-570"},"title":"Principal Product Designer, CoreX AI","description":"<p>We&#39;re hiring a Principal Product Designer to lead AI design across Gusto. This is one of the most senior individual contributor design roles at the company.</p>\n<p>As a Principal Product Designer, you&#39;ll define how AI works, behaves, and earns trust across the Gusto platform – starting with Gus, our AI conversational assistant, and expanding into AI-powered workflows embedded in payroll, benefits, HR, and beyond.</p>\n<p>You&#39;ll shape the interaction model, UX principles, and product direction for AI across Gusto. You will work with senior Product and Engineering leaders to define our AI portfolio. You will develop important AI features that customers will consider and you’ll ship high-impact, customer-facing AI capabilities that help our customers get their work done faster and more effectively, while building their trust in Gusto.</p>\n<p>This role is both strategic and hands-on. We’re looking for someone who can set a long-term UX vision for AI and turn it into real, shipped product that meaningfully improves how small businesses get work done.</p>\n<p>Here’s what you’ll do day-to-day:</p>\n<ul>\n<li>Define and evolve the UX vision for our Gus conversational assistant and AI experiences across the Gusto platform.</li>\n</ul>\n<ul>\n<li>Lead and ship Tier 1 AI initiatives from early concept through launch and iteration.</li>\n</ul>\n<ul>\n<li>Design full AI-powered workflows – shaping how users provide input, how model outputs are validated and acted on, and how the experience handles risk, uncertainty, and failure.</li>\n</ul>\n<ul>\n<li>Partner closely with AI Product and Engineering leaders to translate complex technical constraints into intuitive, credible user experiences.</li>\n</ul>\n<ul>\n<li>Establish scalable AI interaction patterns and design principles that teams across Gusto can adopt.</li>\n</ul>\n<ul>\n<li>Write and iterate on prompts in collaboration with engineering, PM, and content design.</li>\n</ul>\n<ul>\n<li>Use AI tooling to accelerate exploration and prototyping, customer feedback loops, and shipping to customers.</li>\n</ul>\n<ul>\n<li>Mentor designers on the AI team and coach designers across Gusto who are shipping AI features.</li>\n</ul>\n<ul>\n<li>Advocate for high-quality, responsible AI experiences across Design and R&amp;D.</li>\n</ul>\n<p>Here’s what we&#39;re looking for:</p>\n<ul>\n<li>Proven AI product impact: You’ve shipped LLM-driven product experiences to production and can demonstrate measurable impact on adoption, efficiency, or user trust.</li>\n</ul>\n<ul>\n<li>Systems-level thinking: You’ve designed complete AI workflows – not just chat interfaces – and can speak fluently about failure modes, guardrails, user control, and transparency.</li>\n</ul>\n<ul>\n<li>Strategic product influence: You’ve defined UX direction at a portfolio or company level and influenced roadmap, scope, and sequencing decisions in partnership with senior PM and Engineering leaders.</li>\n</ul>\n<ul>\n<li>Technical fluency: You’re comfortable collaborating with highly technical AI engineers. You understand concepts like retrieval, context management, latency, and model reliability, and can translate them into robust UX decisions.</li>\n</ul>\n<ul>\n<li>Builder mindset: You ship. You prototype. You iterate. You’re not interested in defining principles without turning them into real customer impact.</li>\n</ul>\n<ul>\n<li>Organizational leadership: You have enhanced team work quality. You achieved this by coaching team members, setting new standards, and building solid partnerships across different functions.</li>\n</ul>\n<p>Compensation Details</p>\n<p>At Gusto, we strive to provide rewards that empower employees to achieve their financial and personal goals. We offer competitive compensation packages with a strong emphasis on equity based compensation (ownership in Gusto).</p>\n<p>To learn more about Gusto’s compensation philosophy and benefits offerings please view our Total Rewards Approach page.</p>\n<p>Our cash compensation range for this role is $204,000/yr to $238,000/yr in Denver &amp; most remote locations, and $240,000/yr to $280,000/yr in San Francisco, Seattle &amp; New York.</p>\n<p>Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.</p>\n<p style=\"margin-top:24px;font-size:13px;color:#666;\">XML job scraping automation by <a href=\"https://yubhub.co\">YubHub</a></p>","url":"https://yubhub.co/jobs/job_b386978f-570","directApply":true,"hiringOrganization":{"@type":"Organization","name":"Gusto","sameAs":"https://www.gusto.com/","logo":"https://logos.yubhub.co/gusto.com.png"},"x-apply-url":"https://job-boards.greenhouse.io/gusto/jobs/7640344","x-work-arrangement":"hybrid","x-experience-level":"senior","x-job-type":"full-time","x-salary-range":"$204,000/yr to $280,000/yr","x-skills-required":["AI","Product Design","UX","Product Management","Engineering","Collaboration","Leadership","Communication","Project Management"],"x-skills-preferred":[],"datePosted":"2026-04-18T15:58:34.352Z","jobLocation":{"@type":"Place","address":{"@type":"PostalAddress","addressLocality":"Denver, CO;San Francisco, CA;New York, NY;Los Angeles, CA;Seattle, WA;Toronto, Ontario, CAN - Remote"}},"jobLocationType":"TELECOMMUTE","employmentType":"FULL_TIME","occupationalCategory":"Design","industry":"Technology","skills":"AI, Product Design, UX, Product Management, Engineering, Collaboration, Leadership, Communication, Project Management","baseSalary":{"@type":"MonetaryAmount","currency":"USD","value":{"@type":"QuantitativeValue","minValue":204000,"maxValue":280000,"unitText":"YEAR"}}},{"@context":"https://schema.org","@type":"JobPosting","identifier":{"@type":"PropertyValue","name":"YubHub","value":"job_c1d056a0-ebf"},"title":"Staff Software Engineer, Reporting Platform","description":"<p>About Gusto</p>\n<p>At Gusto, we&#39;re on a mission to grow the small business economy. We handle the hard stuff , payroll, health insurance, 401(k)s, and HR , so owners can focus on their craft and their customers.</p>\n<p>The Reporting Platform team at Gusto empowers business owners to make better decisions with data and insights through reports and visualizations that span our product lines. 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We handle the hard stuff , payroll, health insurance, 401(k)s, and HR , so owners can focus on their craft and their customers.</p>\n<p>With teams in Denver, San Francisco, and New York, we support more than 400,000 small businesses nationwide and are building a workplace that reflects the people we serve.</p>\n<p>All full-time employees receive competitive base pay, benefits, and equity (RSUs) , because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.</p>\n<p>AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.</p>\n<p>About the Role: The Senior Compensation Partner is a core member of Gusto&#39;s People team, responsible for building and scaling the compensation programs that help us attract, retain, and reward top talent. This role exists to bring rigor, fairness, and strategic clarity to how Gusto thinks about pay , operating at the intersection of data, policy, and people.</p>\n<p>Operating with a systems-first, AI-aware mindset, the Senior Compensation Partner uses automation, scalable workflows, and well-designed tooling to improve decision quality, ensure compliance, and reduce reliance on manual, one-off analysis. This role partners closely with HR Business Partners, Finance, Legal, and business leaders to ensure our compensation programs are grounded in market reality and aligned to our values.</p>\n<p>Success in this role is measured by the quality and fairness of compensation decisions, the scalability and reliability of our programs, and the degree to which the organization can operate with confidence , without constant intervention or heroics.</p>\n<p>Gusto&#39;s compensation function, built on first-principles thinking, is at an inflection point , scaling from early foundations to a mature, high-trust operation. You&#39;ll have real ownership to shape how we design and deliver compensation as the company grows.</p>\n<p>Here’s what you’ll do day-to-day:</p>\n<ul>\n<li>Develop, implement, and communicate Gusto&#39;s compensation programs, policies, and procedures, ensuring internal equity, external competitiveness, and alignment with business strategy.</li>\n</ul>\n<ul>\n<li>Partner with and influence key stakeholders , including HRBPs, Finance, and senior leadership , to translate compensation philosophy into clear, actionable programs.</li>\n</ul>\n<ul>\n<li>Lead annual compensation cycles (merit, equity refresh, benchmarking) and own the end-to-end process from data collection through communication.</li>\n</ul>\n<ul>\n<li>Perform market analyses and compensation studies using survey data (e.g., Radford/Aon, Mercer, Pave) to recommend pay ranges, job levels, and offer positioning.</li>\n</ul>\n<ul>\n<li>Use AI tools and automation thoughtfully to accelerate analysis, synthesize benchmarking data, and reduce planning and reporting load , while maintaining sound judgment around data quality and decision guardrails.</li>\n</ul>\n<ul>\n<li>Design and maintain scalable compensation workflows and tooling , automating recurring analyses, audit processes, and reporting so programs run reliably without manual intervention.</li>\n</ul>\n<ul>\n<li>Build and maintain compensation dashboards and data visualizations that give leaders real-time insight into pay equity, market positioning, and budget utilization.</li>\n</ul>\n<ul>\n<li>Craft competitive, compelling offers to attract top-tier talent, and build playbooks to help recruiters and HRBPs communicate Gusto&#39;s total rewards story.</li>\n</ul>\n<ul>\n<li>Ensure ongoing compliance with federal, state, and local pay regulations , including pay transparency laws, FLSA classification standards, and emerging pay equity requirements , and proactively flag legislative changes.</li>\n</ul>\n<ul>\n<li>Partner with People Operations to integrate and optimize HRIS and compensation tools, ensuring data accuracy and system scalability as the company grows.</li>\n</ul>\n<p>Here’s what we&#39;re looking for:</p>\n<ul>\n<li>8+ years of experience in Compensation, Total Rewards, People Operations, or a related analytical function , ideally in a high-growth technology environment.</li>\n</ul>\n<ul>\n<li>AI fluency: hands-on experience using AI tools or automation to accelerate analysis or synthesis, paired with strong judgment around trust and validation.</li>\n</ul>\n<ul>\n<li>Hands-on experience running compensation cycles (merit, equity, benchmarking) and building scalable programs from early-stage to maturity.</li>\n</ul>\n<ul>\n<li>Survey benchmarking fluency: direct experience with Radford/Aon, Mercer, or comparable compensation survey tools and methodologies.</li>\n</ul>\n<ul>\n<li>Systems-first orientation: experience building durable workflows, automating reports, or designing operating mechanisms that reduce recurring manual work.</li>\n</ul>\n<ul>\n<li>Strong analytical foundation: advanced spreadsheet skills (Excel, Google Sheets), comfort with data modeling, and experience building dashboards or visualizations that leaders actually use.</li>\n</ul>\n<ul>\n<li>Knowledge of compensation and employment law, including FLSA, pay transparency statutes, and pay equity frameworks , or foundational knowledge with a clear drive to build expertise.</li>\n</ul>\n<ul>\n<li>Clear, concise communicator who can translate complex pay data into narratives and recommendations for non-specialist audiences, including executives.</li>\n</ul>\n<ul>\n<li>Comfort operating at multiple altitudes , from hands-on analysis and modeling to advising leadership on compensation philosophy and strategy.</li>\n</ul>\n<ul>\n<li>High integrity and intellectual curiosity; someone who asks hard questions about fairness and market position, and isn&#39;t satisfied with the status quo.</li>\n</ul>\n<ul>\n<li>Background in Mathematics, Finance, Statistics, Economics, or a related quantitative field is preferred but not required.</li>\n</ul>\n<p>Gusto offers competitive cash compensation, equity, and a comprehensive benefits package. Our cash compensation range for this role is $124,000 to $150,000 in Denver, and $152,000 to $185,000 in San Francisco and New York. Final offer amounts are determined by multiple factors, including candidate location, experience, and expertise. Gusto&#39;s Total Rewards philosophy is rooted in transparency, fairness, and the belief that people do their best work when they feel secure and valued. As a member of the compensation team, you&#39;ll have unique visibility into , and influence over , the programs that define that experience for every Gustie.</p>\n<p>Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto&#39;s subsidiary, whose physical office is in Scottsdale. Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.</p>\n<p>Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it&#39;s the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic.</p>\n<p style=\"margin-top:24px;font-size:13px;color:#666;\">XML job scraping automation by <a href=\"https://yubhub.co\">YubHub</a></p>","url":"https://yubhub.co/jobs/job_10cff9d9-bba","directApply":true,"hiringOrganization":{"@type":"Organization","name":"Gusto","sameAs":"https://www.gusto.com/","logo":"https://logos.yubhub.co/gusto.com.png"},"x-apply-url":"https://job-boards.greenhouse.io/gusto/jobs/7677492","x-work-arrangement":"hybrid","x-experience-level":"senior","x-job-type":"full-time","x-salary-range":"$124,000 to $150,000 in Denver, and $152,000 to $185,000 in San Francisco and New York","x-skills-required":["Compensation","Total Rewards","People Operations","Analytical function","AI tools","Automation","Survey benchmarking","Compensation survey tools","Data modeling","Spreadsheet skills","Data visualization","Pay equity frameworks"],"x-skills-preferred":[],"datePosted":"2026-04-18T15:58:27.770Z","jobLocation":{"@type":"Place","address":{"@type":"PostalAddress","addressLocality":"Denver, CO;San Francisco, CA;New York, NY"}},"employmentType":"FULL_TIME","occupationalCategory":"HR","industry":"Technology","skills":"Compensation, Total Rewards, People Operations, Analytical function, AI tools, Automation, Survey benchmarking, Compensation survey tools, Data modeling, Spreadsheet skills, Data visualization, Pay equity frameworks","baseSalary":{"@type":"MonetaryAmount","currency":"USD","value":{"@type":"QuantitativeValue","minValue":124000,"maxValue":185000,"unitText":"YEAR"}}},{"@context":"https://schema.org","@type":"JobPosting","identifier":{"@type":"PropertyValue","name":"YubHub","value":"job_45612d4f-392"},"title":"Corporate Development & Partnerships Deal Lead","description":"<p>At Gusto, we&#39;re on a mission to grow the small business economy. We handle the hard stuff , payroll, health insurance, 401(k)s, and HR , so owners can focus on their craft and their customers.</p>\n<p>With teams in Denver, San Francisco, and New York, we support more than 400,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) , because everyone who helps build Gusto should share in its success.</p>\n<p>We&#39;re looking for a full stack Deal Lead to join Gusto’s Corporate Development and Partnerships team. The ideal candidate brings experience driving growth for software and financial technology companies through M&amp;A and strategic partnerships, along with curiosity around using AI to accelerate that work.</p>\n<p>In this role, you will shape Gusto’s Build, Buy, Partner strategy and lead end to end transactions, leveraging AI tools to enhance market analysis, deal sourcing, and execution. Your contributions will play a key role in accelerating Gusto’s growth as we empower more than 400,000 small and mid-sized businesses to take care of their people.</p>\n<p>The Corporate Development and Partnerships team is a high impact group responsible for defining Gusto’s Build, Buy, Partner strategy and driving growth through M&amp;A and strategic partnerships. As a small but mighty team, we use technology, data, and AI to uncover opportunities faster, strengthen decision making, and deliver results that expand Gusto’s impact.</p>\n<p>Here’s what you’ll do day-to-day:</p>\n<ul>\n<li>M&amp;A and Partnership Strategy: Collaborate with product and executive leaders to refine strategy and roadmaps, using AI tools to assess markets, identify whitespace, and evaluate Build, Buy, Partner options.</li>\n</ul>\n<ul>\n<li>Deal Sourcing: Apply AI-driven market mapping and data synthesis to identify and prioritize high potential targets and partners across industries.</li>\n</ul>\n<ul>\n<li>Deal Execution: Lead the end-to-end transaction process, leveraging AI for due diligence analysis, financial modeling, and scenario planning to support negotiations and decision making.</li>\n</ul>\n<ul>\n<li>Market and Competitive Intelligence: Use AI to monitor strategic trends, startup activity, and competitive shifts in real time to inform Gusto’s growth strategy.</li>\n</ul>\n<ul>\n<li>Business Case Development: Utilize AI-assisted drafting and analysis tools to create clear, data-informed deal memos, financial models, and executive presentations.</li>\n</ul>\n<ul>\n<li>Stakeholder Alignment: Generate concise, AI-enabled updates that keep cross-functional partners informed and aligned throughout each deal phase.</li>\n</ul>\n<p>Here’s what we&#39;re looking for:</p>\n<ul>\n<li>Experience: 10+ years of relevant experience in corporate development, partnerships, investment banking, venture capital, or private equity, including at least 3 years at a high-growth software or fintech company.</li>\n</ul>\n<ul>\n<li>Deal Leadership: Proven ability to manage M&amp;A and partnership deals end-to-end, now leveraging AI tools to increase speed, accuracy, and insight.</li>\n</ul>\n<ul>\n<li>Product Minded: Strong product intuition and ability to collaborate with product and engineering teams on strategy.</li>\n</ul>\n<ul>\n<li>Analytical Strength: Exceptional modeling and analytical skills, with interest in integrating AI to enhance data analysis and forecasting.</li>\n</ul>\n<ul>\n<li>Strategic Communicator: Skilled at distilling complex information into actionable insights and communicating across all levels of the organization.</li>\n</ul>\n<p>Our cash compensation range for this role is $190,215 to $234,599 in San Francisco, CA. Final offer amounts are determined by multiple factors, including candidate location, experience, and expertise, and may vary from the amounts listed above.</p>\n<p style=\"margin-top:24px;font-size:13px;color:#666;\">XML job scraping automation by <a href=\"https://yubhub.co\">YubHub</a></p>","url":"https://yubhub.co/jobs/job_45612d4f-392","directApply":true,"hiringOrganization":{"@type":"Organization","name":"Gusto","sameAs":"https://www.gusto.com/","logo":"https://logos.yubhub.co/gusto.com.png"},"x-apply-url":"https://job-boards.greenhouse.io/gusto/jobs/6348898","x-work-arrangement":"hybrid","x-experience-level":"senior","x-job-type":"full-time","x-salary-range":"$190,215 to $234,599","x-skills-required":["M&A","Partnerships","Investment Banking","Venture Capital","Private Equity","AI","Data Analysis","Financial Modeling","Scenario Planning","Negotiations","Deal Execution"],"x-skills-preferred":[],"datePosted":"2026-04-18T15:58:21.131Z","jobLocation":{"@type":"Place","address":{"@type":"PostalAddress","addressLocality":"San Francisco, CA"}},"employmentType":"FULL_TIME","occupationalCategory":"Finance","industry":"Finance","skills":"M&A, Partnerships, Investment Banking, Venture Capital, Private Equity, AI, Data Analysis, Financial Modeling, Scenario Planning, Negotiations, Deal Execution","baseSalary":{"@type":"MonetaryAmount","currency":"USD","value":{"@type":"QuantitativeValue","minValue":190215,"maxValue":234599,"unitText":"YEAR"}}},{"@context":"https://schema.org","@type":"JobPosting","identifier":{"@type":"PropertyValue","name":"YubHub","value":"job_c7120bff-b9e"},"title":"Principal Product Manager, Agentic Benefits Operations","description":"<p>About Gusto</p>\n<p>At Gusto, we&#39;re on a mission to grow the small business economy. We handle the hard stuff , payroll, health insurance, 401(k)s, and HR , so owners can focus on their craft and their customers.</p>\n<p>With teams in Denver, San Francisco, and New York, we support more than 400,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) , because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.</p>\n<p>AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.</p>\n<p>By the Numbers:</p>\n<ul>\n<li>Named #1 best software for small business of 2024 by G2</li>\n<li>2,700+ employees in the United States, Canada, Mexico, and Turkiye and growing</li>\n<li>Over $500M in annual revenue</li>\n<li>The SMB market is large (and growing!) with huge opportunities for Gusto to make an incredible impact for SMBs</li>\n<li>There are 6.2M employers in the US, 98% have fewer than 100 employees (1)</li>\n<li>550,000 new businesses are created each year in the US (1)</li>\n</ul>\n<p>What Product Management is like at Gusto:</p>\n<ul>\n<li>Our Product team is lean, which means you’ll have a high degree of impact and ownership. We believe in smaller, empowered teams that move quickly with less overhead. You’ll move fast by pairing sharp product judgment with fluency in AI tools , automating what slows teams down and amplifying what makes them creative and high-performing.</li>\n<li>We’re boundaryless builders. Lines between roles are intentionally blurred, and our PMs do whatever it takes to deliver outcomes. You’ll prototype, automate, design, and ship , using AI as your co-builder to turn problems into durable solutions that deliver customer value with urgency and care.</li>\n<li>We’re here to serve small and medium businesses. Gusto has a strong mission-driven culture, and we care deeply about lifting up these business owners , building technology for an AI-first world that gives them the superpowers to run and grow their businesses with confidence.</li>\n<li>We’re comfortable with change. Our environment moves fast, and PMs here thrive in ambiguity , blending curiosity, experimentation, and AI-native craft to shape how products (and work itself) are built at Gusto.</li>\n</ul>\n<p>About the Team:</p>\n<p>Gusto operates a scaled, full-suite benefits brokerage and is building a Professional Employer Organization (PEO) offering to serve more complex small businesses with a bundled solution for HR, payroll, benefits, and compliance. Our existing brokerage business is among the largest in the US serving the SMB market, and our PEO bet is one of our most strategic new initiatives, with FY26 focused on developing the foundation and FY27 aimed at launching a differentiated, scalable customer experience.</p>\n<p>We&#39;re looking for a Product Manager to lead the transformation of Gusto&#39;s benefits administration platform, the product that powers benefits for tens of thousands of SMBs and their employees. This role owns what happens after benefit selections are made: implementing plans with carriers, fulfilling enrollments, and giving customers visibility into the status of their benefits. It is a broad scope, encompassing agentic workflows, customer-facing experiences, internal tooling, and carrier integrations.</p>\n<p>Here’s what you’ll do day-to-day:</p>\n<ul>\n<li>Ownership: Lead long-term strategy. This includes driving research, defining customer and market positioning, shaping product direction, and identifying the investments and internal capabilities required for success. You’ll translate this strategy into actionable guidance that informs company-wide planning and execution.</li>\n<li>North Star: Focus the organization on what matters most. Identify the highest-leverage investments and decisions across functions that will unlock long-term success, reduce ambiguity, and ensure that Gusto is building toward a cohesive and differentiated Benefits &amp; PEO offering.</li>\n<li>Collaborate: Partner across Product, Engineering, Compliance, Legal, CX, Marketing, Sales, and Operations to uncover insights, validate assumptions, and build alignment. You’ll help create shared understanding and ensure cross-functional teams are set up to deliver.</li>\n<li>Accelerate Execution: Step into the highest-priority gaps that stand in the way of success. Whether it’s clarifying requirements, kicking off strategic initiatives, or embedding with a team to drive execution, you’ll help move the work forward by creating clarity, building momentum, and enabling others to succeed.</li>\n</ul>\n<p>Here’s what we&#39;re looking for:</p>\n<ul>\n<li>8+ years of product management experience, ideally with additional professional experience in roles that involved leading large, complex, and cross-functional initiatives</li>\n<li>A systems thinker with experience in AI-driven workflows, operations platforms, and process transformation. Benefits experience is a plus, but not a requirement.</li>\n<li>Strong strategic thinking and the ability to connect work across customer needs, product design, internal operations, pricing, and go-to-market</li>\n<li>Excellent communication and storytelling skills, with a talent for making complexity understandable and actionable</li>\n<li>A bias towards action, comfort operating without a clear playbook, and a desire to drive meaningful progress on long-term company priorities</li>\n</ul>\n<p>If you don&#39;t think you meet all of the criteria above but still are interested in the job, please apply. Nobody checks every box, and we&#39;re looking for someone excited to join the team.</p>\n<p>Our cash compensation amount for this role is $179,000/yr to $224,000/yr in Denver &amp; most major metro locations, and $210,000/yr to $263,000/yr for San Francisco, Seattle &amp; New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.</p>\n<p>Where do PMs at Gusto work? We have offices in Denver, San Francisco, and New York and have remote team members across the US and Canada. Our open roles will specify on the careers page and in the job description where the position is eligible for work. (1) Business Applications with Planned Wages (www.census.gov)</p>\n<p>Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto&#39;s subsidiary, whose physical office is in Scottsdale. Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.</p>\n<p>Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it&#39;s the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic.</p>\n<p style=\"margin-top:24px;font-size:13px;color:#666;\">XML job scraping automation by <a href=\"https://yubhub.co\">YubHub</a></p>","url":"https://yubhub.co/jobs/job_c7120bff-b9e","directApply":true,"hiringOrganization":{"@type":"Organization","name":"Gusto","sameAs":"https://www.gusto.com/","logo":"https://logos.yubhub.co/gusto.com.png"},"x-apply-url":"https://job-boards.greenhouse.io/gusto/jobs/7665272","x-work-arrangement":"hybrid","x-experience-level":"senior","x-job-type":"full-time","x-salary-range":"$179,000/yr to $224,000/yr in Denver & most major metro locations, and $210,000/yr to $263,000/yr for San Francisco, Seattle & New York","x-skills-required":["product management","AI-driven workflows","operations platforms","process transformation","benefits experience","strategic thinking","communication and storytelling skills","bias towards action","leadership"],"x-skills-preferred":[],"datePosted":"2026-04-18T15:57:48.299Z","jobLocation":{"@type":"Place","address":{"@type":"PostalAddress","addressLocality":"San Francisco, CA"}},"employmentType":"FULL_TIME","occupationalCategory":"Product Management","industry":"Software","skills":"product management, AI-driven workflows, operations platforms, process transformation, benefits experience, strategic thinking, communication and storytelling skills, bias towards action, leadership","baseSalary":{"@type":"MonetaryAmount","currency":"USD","value":{"@type":"QuantitativeValue","minValue":179000,"maxValue":263000,"unitText":"YEAR"}}},{"@context":"https://schema.org","@type":"JobPosting","identifier":{"@type":"PropertyValue","name":"YubHub","value":"job_49f6f494-d42"},"title":"Principal Product Operations Manager, Benefits","description":"<p>At Gusto, we&#39;re on a mission to grow the small business economy. We handle the hard stuff , payroll, health insurance, 401(k)s, and HR , so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 400,000 small businesses nationwide and are building a workplace that reflects the people we serve.</p>\n<p>All full-time employees receive competitive base pay, benefits, and equity (RSUs) , because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.</p>\n<p>AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.</p>\n<p>Are you looking for an opportunity to transform a business? Gusto is looking for a strategic, customer-focused leader to leverage customer feedback and operational key metrics to develop actionable insights and strategies that shape our product and service, and positively impact customer love. Working with the Product, Engineering, Design and Customer Experience teams, you will be expected to tackle both highly strategic and deeply operational initiatives to deliver value for customers and Gusto. You’ll be customer-obsessed, business-minded, strategic, detail-oriented, and highly creative.</p>\n<p>In this role, you&#39;ll help stand up the operational and service foundation for a new Gusto product, using both deep human judgment and emerging AI tools to move faster and make better decisions. If this sounds exciting to you, we’d love to connect!</p>\n<p>The Benefits Product Operations team at Gusto is made up of committed, creative, collaborative people who care deeply about our mission to enable Benefits for all small and mid-sized businesses and their employees. We’re a highly cross-functional team focused on ensuring our product and service are co-designed and co-developed along the product lifecycle to deliver a best in class customer experience; Gusto is listening to, synthesizing and acting on customer and front-line team feedback; and that cross-functional teams are collaborating and swimming together to build the best version of Gusto for our customers.</p>\n<p>Here’s what you’ll do day-to-day:</p>\n<p>Shape and support product development and its integration into service strategy for existing customers across the product lifecycle, in collaboration with Engineering, Design, Product Management, and Customer Experience teams.</p>\n<p>Understand our product and end-to-end service experience and organizations in intimate detail, including internal and external pain points and feedback. Collaborate to ensure customer support considerations are integrated into broader company decisions.</p>\n<p>Lead and partner on product launches between Product Management and Customer Experience (CX) teams to ensure readiness and deliver insights post-launch to ensure a positive experience for customers and internal teams.</p>\n<p>Provide business insights and recommendations based on quantitative and qualitative data to influence strategy and operational design in both product and service roadmaps.</p>\n<p>Identify and drive cross-functional initiatives that will deliver value for customers and Gusto. Help develop and communicate a clear roadmap for enhancing service capabilities and experiences.</p>\n<p>Hypothesis-driven problem solving to drive our business.</p>\n<p>Contribute to advancing the Product Operations craft at Gusto and build AI fluency within the team:</p>\n<p>Model how to use AI tools to accelerate service design, insight synthesis, and agent-driven operational workflows.</p>\n<p>Identify and build AI-assisted operational workflows, including agents, to accelerate VoC synthesis, launch readiness monitoring, and cross-functional signal aggregation.</p>\n<p>Use AI tools to prototype service solutions and surface requirements faster, compressing the feedback loop between customer signal and product/service response , before full engineering investment.</p>\n<p>Here’s what we&#39;re looking for:</p>\n<p>10+ years of relevant work experience at growing startups in operating roles (i.e., biz ops/strategy roles, product operations, project/program management, and/or consulting):</p>\n<p>Experience scaling service strategy alongside growing SaaS products, including incubating products, building and managing product betas, and/or integrating new products into a scalable best-in-class service model.</p>\n<p>Highly adaptable and resilient to changes in business needs or requirements, with the ability to navigate challenges and make decisions even when information is incomplete.</p>\n<p>Demonstrated self-starter and organized problem-solver. Self-sufficient, resourceful, and bias for action towards continuous improvement.</p>\n<p>Experienced with managing a variety of cross-functional stakeholders on complex strategic initiatives, including influencing senior leaders in Product or Customer Experience orgs.</p>\n<p>Strong data literacy and results-orientation, with the ability to identify the right questions, interpret quantitative and qualitative signals, and translate findings into decisions , including comfort using AI-assisted tools for analysis and synthesis.</p>\n<p>Excellent written and verbal communication skills, with the ability to effectively communicate complex subjects to both technical and non-technical audiences.</p>\n<p>Demonstrated AI fluency in an operational and product context , comfort using AI tools to synthesize qualitative data, identify automation opportunities in service workflows, and building or directing AI agents to reduce manual operational lift:</p>\n<p>Experience prototyping with AI (e.g., Claude, Cursor, Codex or similar) is a plus.</p>\n<p>Experience with service design and/or service blueprinting.</p>\n<p>Experience working in the healthcare or benefits space (PEO, health insurance, etc.) is a plus; candidates with new product incubation experience in any complex regulated space are strongly encouraged to apply.</p>\n<p>Our cash compensation amount for this role is $148,000/yr to $182,000/yr in Denver, and $167,000/yr to $217,000/yr for San Francisco &amp; New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.</p>\n<p>Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto&#39;s subsidiary, whose physical office is in Scottsdale. Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.</p>\n<p>Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it&#39;s the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic.</p>\n<p style=\"margin-top:24px;font-size:13px;color:#666;\">XML job scraping automation by <a href=\"https://yubhub.co\">YubHub</a></p>","url":"https://yubhub.co/jobs/job_49f6f494-d42","directApply":true,"hiringOrganization":{"@type":"Organization","name":"Gusto","sameAs":"https://www.gusto.com/","logo":"https://logos.yubhub.co/gusto.com.png"},"x-apply-url":"https://job-boards.greenhouse.io/gusto/jobs/7325217","x-work-arrangement":"hybrid","x-experience-level":"senior","x-job-type":"full-time","x-salary-range":"$148,000/yr to $182,000/yr in Denver, and $167,000/yr to $217,000/yr for San Francisco & New York","x-skills-required":["product operations","service strategy","customer feedback","operational key metrics","actionable insights","strategic planning","business acumen","data analysis","problem-solving","communication","AI fluency","service design","service blueprinting","healthcare","benefits space"],"x-skills-preferred":["prototyping with AI","cursor","codex"],"datePosted":"2026-04-18T15:57:46.642Z","jobLocation":{"@type":"Place","address":{"@type":"PostalAddress","addressLocality":"Denver, CO; San Francisco, CA; New York, NY"}},"employmentType":"FULL_TIME","occupationalCategory":"Operations","industry":"Finance","skills":"product operations, service strategy, customer feedback, operational key metrics, actionable insights, strategic planning, business acumen, data analysis, problem-solving, communication, AI fluency, service design, service blueprinting, healthcare, benefits space, prototyping with AI, cursor, codex","baseSalary":{"@type":"MonetaryAmount","currency":"USD","value":{"@type":"QuantitativeValue","minValue":148000,"maxValue":217000,"unitText":"YEAR"}}},{"@context":"https://schema.org","@type":"JobPosting","identifier":{"@type":"PropertyValue","name":"YubHub","value":"job_dc3dea31-75f"},"title":"Head of AI-Native Talent Systems","description":"<p>About Gusto</p>\n<p>At Gusto, we&#39;re on a mission to grow the small business economy. We handle the hard stuff , payroll, health insurance, 401(k)s, and HR , so owners can focus on their craft and their customers.</p>\n<p>With teams in Denver, San Francisco, and New York, we support more than 400,000 small businesses nationwide and are building a workplace that reflects the people we serve.</p>\n<p>All full-time employees receive competitive base pay, benefits, and equity (RSUs) , because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.</p>\n<p>AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.</p>\n<p>About the Role:</p>\n<p>Gusto is looking for a builder to take on the role of Head of AI-Native Talent Systems as we rethink how people grow in an AI-native company. This role is about designing the systems that shape growth day to day. Not courses. Not programs. The actual mechanics of work. Onboarding, feedback, performance reviews, promotion decisions, and leadership expectations should all help people get better by default, without needing special events or extra effort.</p>\n<p>You will be responsible for building new architecture and tearing down what no longer serves us. AI will be a core part of how you do this, not as a concept, but as a practical tool for reflection, coaching, skill building, and clarity. The goal is simple but hard: make growth obvious, continuous, and hard to avoid.</p>\n<p>This is a role for someone who wants to build something durable, test it in the real world, and keep improving it. If it works, others will copy it. If it doesn’t, you’ll learn fast and fix it.</p>\n<p>About the Team:</p>\n<p>The Talent Development team sits within the Gustie Engagement Team, with a shared purpose: to help Gusties write the best chapters of their careers. We do this by designing the conditions that create clarity, connection, and commitment across the employee journey, not through programs, but through how work actually happens.</p>\n<p>Here’s what you’ll do day-to-day:</p>\n<ul>\n<li>Own the Gustie growth system at Gusto, from onboarding through executive leadership, with AI embedded at its core</li>\n</ul>\n<ul>\n<li>Redesign moments like feedback, performance reviews, and promotion decisions so AI actively helps people reflect, learn, and improve in real time</li>\n</ul>\n<ul>\n<li>Treat AI as a design partner in growth, deciding deliberately where it should lead, where it should support, and where humans stay firmly in charge</li>\n</ul>\n<ul>\n<li>Build development directly into the flow of work, with AI reducing friction, surfacing insights, and prompting better decisions</li>\n</ul>\n<ul>\n<li>Prototype, test, and ship AI-enabled changes that meaningfully improve how people grow here</li>\n</ul>\n<ul>\n<li>Define new AI-native standards for leadership development, coaching, and skill building</li>\n</ul>\n<ul>\n<li>Create feedback loops and signals, powered by AI, that make growth, readiness, and leadership effectiveness visible as the company evolves</li>\n</ul>\n<ul>\n<li>Continuously revisit what belongs in code, what belongs in judgment, and how the boundary should shift over time</li>\n</ul>\n<p>Here’s what we&#39;re looking for:</p>\n<ul>\n<li>You’ve built something that changed how people actually worked. It might have been called talent, product, systems, or something else entirely, but it moved behavior, not just decks.</li>\n</ul>\n<ul>\n<li>You believe the walls are hollow and you don’t assume systems are fixed just because they look finished. You get impatient with patchwork solutions and prefer fixing the system instead.</li>\n</ul>\n<ul>\n<li>You’re comfortable starting without a playbook and writing one as you go.</li>\n</ul>\n<ul>\n<li>You already use AI as part of how you think and work, not as a talking point or side project.</li>\n</ul>\n<ul>\n<li>You can hold a long-term point of view while shipping fast and putting real things into the world.</li>\n</ul>\n<ul>\n<li>You have strong opinions about what good looks like, and you’re willing to change them when reality disagrees.</li>\n</ul>\n<ul>\n<li>You care deeply about how people grow, especially when things are changing quickly or breaking in interesting ways.</li>\n</ul>\n<p>People who fit this role often have 10–12 years of relevant experience, but we care far more about what you’ve built than how your resume is labeled.</p>\n<p>What does success look like?</p>\n<p>A year into this role, growth at Gusto is no longer something people are asked to manage on top of their jobs. It is something the company’s systems quietly and consistently do. The everyday work of the company generates signal by default. Decisions, docs, code, customer interactions, feedback, and leadership moments all leave usable traces. Those signals are captured and interpreted as work happens, then reflected back in ways that help people see patterns, progress, and gaps without needing to reconstruct the past or advocate for themselves.</p>\n<p>Growth becomes legible. Learning is no longer organized around classes, curricula, or moments on a calendar. Instead, it exists as an always-on environment woven into how work gets done. People can quickly see examples of strong judgment, understand what “good” looks like in context, and explore how similar problems have been solved before.</p>\n<p>AI makes this possible at scale by synthesizing real examples, answering questions in the moment, connecting people to relevant expertise, and turning individual insight into shared capability.</p>\n<p>Over time, development feels less like an intervention and more like a natural byproduct of doing the work. People pull what they need when they need it. Leaders spend less time explaining expectations and more time reinforcing them.</p>\n<p>The system improves with use, because every interaction adds clarity rather than noise. Importantly, the system has a point of view. It creates gentle pressure in the right places and removes friction in the wrong ones. It makes certain behaviors easier, others harder, and does so through design rather than persuasion.</p>\n<p>Standards become clear not because they are stated repeatedly, but because the environment reinforces them.</p>\n<p>At that point, this work no longer resembles traditional Talent Development or Performance Management. It looks like core infrastructure for a company that expects to keep changing, and expects its people to keep pace not through heroics, but through design.</p>\n<p>Our cash compensation amount for this role is $150,000 /year to $180,000 /year in Denver &amp; most major metro locations, and $177,000/year to $210,000 /year for San Francisco &amp; New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.</p>\n<p>Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto&#39;s subsidiary, whose physical office is in Scottsdale.</p>\n<p>Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.</p>\n<p>Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it&#39;s the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.</p>\n<p>Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based</p>\n<p style=\"margin-top:24px;font-size:13px;color:#666;\">XML job scraping automation by <a href=\"https://yubhub.co\">YubHub</a></p>","url":"https://yubhub.co/jobs/job_dc3dea31-75f","directApply":true,"hiringOrganization":{"@type":"Organization","name":"Gusto","sameAs":"https://www.gusto.com/","logo":"https://logos.yubhub.co/gusto.com.png"},"x-apply-url":"https://job-boards.greenhouse.io/gusto/jobs/7553088","x-work-arrangement":"hybrid","x-experience-level":"senior","x-job-type":"full-time","x-salary-range":"$150,000 /year to $180,000 /year in Denver & most major metro locations, and $177,000/year to $210,000 /year for San Francisco & New York","x-skills-required":["AI","Talent Development","Performance Management","Leadership Development","Coaching","Skill Building","Feedback Loops","Signal Analysis","Machine Learning","Data Analysis"],"x-skills-preferred":[],"datePosted":"2026-04-18T15:57:17.193Z","jobLocation":{"@type":"Place","address":{"@type":"PostalAddress","addressLocality":"Denver, CO;San Francisco, CA;New York, NY"}},"employmentType":"FULL_TIME","occupationalCategory":"HR","industry":"Technology","skills":"AI, Talent Development, Performance Management, Leadership Development, Coaching, Skill Building, Feedback Loops, Signal Analysis, Machine Learning, Data Analysis","baseSalary":{"@type":"MonetaryAmount","currency":"USD","value":{"@type":"QuantitativeValue","minValue":150000,"maxValue":210000,"unitText":"YEAR"}}},{"@context":"https://schema.org","@type":"JobPosting","identifier":{"@type":"PropertyValue","name":"YubHub","value":"job_ec211a7a-eb9"},"title":"Staff Software Engineer, Payments / Risk","description":"<p>At Gusto, we&#39;re on a mission to grow the small business economy. We handle the hard stuff , payroll, health insurance, 401(k)s, and HR , so owners can focus on their craft and their customers.</p>\n<p>With teams in Denver, San Francisco, and New York, we support more than 400,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) , because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location.</p>\n<p>AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.</p>\n<p>We&#39;re looking for seasoned full-stack software engineers to join the teams behind Gusto&#39;s payments and risk platforms to serve small business owners every day. As a Staff Software Engineer, you&#39;ll operate across the full lifecycle of either the payments or risk system: shaping architecture early in the design process, building self-service internal features and APIs, and owning their performance long after launch.</p>\n<p>That means engineering the core business engine, enabling product teams with reliable backend services, and setting the engineering standard for those around you. If you&#39;re drawn to enabling world-class money movement or financial risk system with impact , helping power the livelihoods of millions using Gusto products , join us!</p>\n<p>About the Teams:</p>\n<p>Payments – The Payments team owns all money movement operations across Gusto&#39;s suite of products , enabling funds to move safely between partners, employers, employees, and government authorities. As a Payments Engineer, you&#39;ll build new payments capabilities across US and international markets, and help rearchitect our payments platform to scale for the future.</p>\n<p>Risk – The Risk team builds best-in-class experiences that protect Gusto and our customers from financial and reputational harm. As a Risk Engineer, you&#39;ll develop infrastructure for two core areas: bad actor prevention , stopping fraudsters from abusing Gusto&#39;s platform while reducing false positives , and credit underwriting and collections, enabling faster, broader access to credit while minimizing financial loss.</p>\n<p>Here’s what you’ll do day-to-day:</p>\n<ul>\n<li>Design, build, and test Gusto core money movement or risk platform services – payment rails, ledgering, wallets, fraud, decisioning engine, KYC, AML, and compliance capabilities, among others</li>\n<li>Mentor other engineers to help solve some of the hardest technical problems out there in very complex domains and at a large scale</li>\n<li>Help scale one of the largest Ruby/Rails and Javascript/React applications in the world</li>\n<li>Collaborate with our Product Engineering, Product Management, Data, Design, and financial operations teams to understand customer pain points, come up with solutions, and then prototype, iterate, and launch</li>\n<li>Build platforms that engineering teams rely on, and trust to deliver products that our customers genuinely love</li>\n</ul>\n<p>Here’s what we&#39;re looking for:</p>\n<ul>\n<li>Successful applicants typically have 8+ years of software development experience</li>\n<li>Passion for creating scalable, efficient money movement platforms for users</li>\n<li>Experience leveraging AI tools or systems to accelerate development, improve testing, and deliver new platform capabilities</li>\n<li>Curiosity and experimentation with emerging AI frameworks, applying and sharing best practices to evaluate and scale AI use safely across teams</li>\n<li>Experience owning multi-quarter projects that solve complex engineering problems and make measurable user impact at scale</li>\n<li>Experience with large scale refactors, performance and reliability issues, and a strong sense of ownership over all aspects of your platform area</li>\n<li>Ability to mentor engineers to maximize their performance and impact</li>\n</ul>\n<p>Others:</p>\n<ul>\n<li>Experience in, or interest working in, Ruby on Rails</li>\n<li>Appreciation for a collaborative, test-driven environment</li>\n<li>Ability to build well-structured, maintainable, well-documented code</li>\n<li>Ability to effectively communicate across engineering teams and with business stakeholders</li>\n</ul>\n<p>Do you prefer a non-payments or risk-specific platform role instead? Check out our Staff Software Engineer, Core Platforms job listing. Please note that a two day travel to a Gusto office for onboarding is required for this position. If you have any questions regarding this requirement, please share with your recruiter.</p>\n<p>Our cash compensation amount for this role is targeted at $163,000–$204,000 in Denver &amp; most remote locations, and $197,000–$247,000 for San Francisco &amp; New York. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.</p>\n<p style=\"margin-top:24px;font-size:13px;color:#666;\">XML job scraping automation by <a href=\"https://yubhub.co\">YubHub</a></p>","url":"https://yubhub.co/jobs/job_ec211a7a-eb9","directApply":true,"hiringOrganization":{"@type":"Organization","name":"Gusto","sameAs":"https://www.gusto.com/","logo":"https://logos.yubhub.co/gusto.com.png"},"x-apply-url":"https://job-boards.greenhouse.io/gusto/jobs/7822587","x-work-arrangement":"hybrid","x-experience-level":"staff","x-job-type":"full-time","x-salary-range":"$163,000–$204,000 in Denver & most remote locations, and $197,000–$247,000 for San Francisco & New York","x-skills-required":["Ruby on Rails","Javascript/React","AI tools or systems","Emerging AI frameworks","Large scale refactors","Performance and reliability issues"],"x-skills-preferred":["Experience in, or interest working in, Ruby on Rails","Appreciation for a collaborative, test-driven environment","Ability to build well-structured, maintainable, well-documented code","Ability to effectively communicate across engineering teams and with business stakeholders"],"datePosted":"2026-04-18T15:56:48.013Z","jobLocation":{"@type":"Place","address":{"@type":"PostalAddress","addressLocality":"San Francisco, CA - Hybrid; New York, NY - Hybrid"}},"employmentType":"FULL_TIME","occupationalCategory":"Engineering","industry":"Finance","skills":"Ruby on Rails, Javascript/React, AI tools or systems, Emerging AI frameworks, Large scale refactors, Performance and reliability issues, Experience in, or interest working in, Ruby on Rails, Appreciation for a collaborative, test-driven environment, Ability to build well-structured, maintainable, well-documented code, Ability to effectively communicate across engineering teams and with business stakeholders","baseSalary":{"@type":"MonetaryAmount","currency":"USD","value":{"@type":"QuantitativeValue","minValue":163000,"maxValue":247000,"unitText":"YEAR"}}},{"@context":"https://schema.org","@type":"JobPosting","identifier":{"@type":"PropertyValue","name":"YubHub","value":"job_30e4b7e6-d1c"},"title":"Brokerage Operations Specialist","description":"<p>At Gusto, we&#39;re on a mission to grow the small business economy. We handle the hard stuff , payroll, health insurance, 401(k)s, and HR , so owners can focus on their craft and their customers.</p>\n<p>With teams in Denver, San Francisco, and New York, we support more than 400,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) , because everyone who helps build Gusto should share in its success.</p>\n<p>Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.</p>\n<p>AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.</p>\n<p>The Brokerage Operations Specialist is a subject matter expert in back-office mechanics in money movement and securities transactions. While your manager architects the framework, you own the investigative loop, navigate unusual circumstances and resolve breaks. This role is a critical member of the team, responsible for ensuring Gusto broker-dealer entity’s accuracy and regulatory compliance of day-to-day movement of customer funds, securities transaction reconciliation and remediation, and regulatory reporting requirements.</p>\n<p>This role also requires meticulous attention to detail and a commitment to process excellence</p>\n<p>Here’s what you’ll do day-to-day:</p>\n<ul>\n<li>Own the daily operational lifecycle: You will independently manage the daily flow of customer funds and securities transactions between Gusto’s broker-dealer entity and our banking/clearing partners. You are responsible for ensuring every transaction meets our strict Internal Control Over Compliance (ICOC) standards.</li>\n</ul>\n<ul>\n<li>Investigative Exception Management Rather than just processing data, you will handle high-stakes exceptions. You’ll manage money movement that requires professional judgment (e.g., complex stop-and-reissue checks, manual payment releases, ACH reversals, securities settlement breaks, net-capital calculation discrepancy), ensuring regulatory deadlines and customer expectations are met without sacrificing accuracy.</li>\n</ul>\n<ul>\n<li>Control Evidencing &amp; Audit Readiness: You will independently perform daily, monthly and quarterly reconciliations for customer account statements, dividends, and security counts. You’ll prepare and review the evidence for these controls, ensuring it is robust enough to withstand scrutiny from independent auditors and regulators.</li>\n</ul>\n<ul>\n<li>Cross-Functional Collaboration: You will act as the eyes and ears on the ground, recommending product solutions to our Engineering and Product teams on how manual workarounds can be translated into automated code. You will engage with our external banking/clearing partners to resolve difficult operational matters.</li>\n</ul>\n<p>Here’s what we&#39;re looking for:</p>\n<ul>\n<li>5+ years of experience in a financial operations, treasury, or back-office role, preferably within a carrying broker-dealer or registered investment adviser environment.</li>\n</ul>\n<ul>\n<li>Required Licensing: FINRA SIE + Series 99</li>\n</ul>\n<ul>\n<li>Knowledge in SEC Rule 15c3-1 (Net Capital Rule), SEC Rule 15c3-3 (Customer Protection Rule), SEC Rule 17a-3 and 17a-4 (Recordkeeping Rule)</li>\n</ul>\n<ul>\n<li>Knowledge of cash and securities handling, settlement processes, and regulatory reporting requirements is a plus.</li>\n</ul>\n<ul>\n<li>Proven ability to perform complex reconciliations and transaction research.</li>\n</ul>\n<ul>\n<li>High degree of comfort working with analytical tools, banking technology systems, clearing technology systems, and financial data/reporting systems.</li>\n</ul>\n<ul>\n<li>Exceptional organizational skills and meticulous attention to detail to manage daily, monthly, and quarterly operational cycles.</li>\n</ul>\n<ul>\n<li>Demonstrated ability to function at the Integrator level of AI fluency, consistently applying AI tools to complex analytical and operational tasks to drive efficiency and measurement accuracy.</li>\n</ul>\n<ul>\n<li>A Bachelor’s degree in Finance, Accounting, Business, or a related field.</li>\n</ul>\n<p>Our cash compensation range for this role is $102,130 to $120,000 in New York, NY. 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We handle the hard stuff , payroll, health insurance, 401(k)s, and HR , so owners can focus on their craft and their customers.</p>\n<p>With teams in Denver, San Francisco, and New York, we support more than 400,000 small businesses nationwide and are building a workplace that reflects the people we serve.</p>\n<p>All full-time employees receive competitive base pay, benefits, and equity (RSUs) , because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.</p>\n<p>AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.</p>\n<p>About the Role:</p>\n<p>Gusto is scaling our AI-powered risk function to support a complex, multi-entity business operating in highly regulated environments. As the Enterprise Risk Management Lead, you will own and operate Gusto&#39;s Enterprise Risk and Third Party Risk Management programs , built AI-first, designed to scale, and built to enable the business to move fast without breaking things.</p>\n<p>This is a People Empowerer (manager) role. You balance hands-on program leadership with managing and developing a team of compliance professionals. You navigate the tension between &quot;doing the work&quot; and &quot;leading the work&quot; , contributing directly to complex, high-impact programs while ensuring your team delivers with excellence.</p>\n<p>You are a change agent who influences how automated risk management gets done at Gusto, models AI-enabled ways of working, and helps others grow their own capabilities in the process.</p>\n<p>You will champion the adoption of AI, machine learning, and process automation across risk monitoring, control testing, incident management, and reporting , and you will partner with Product, Data Science, and Engineering to make it explainable, adopted, compliant, and scalable.</p>\n<p>Here’s what you’ll do day-to-day:</p>\n<p>You manage initiatives that are complex in both scope and impact, influencing the strategic direction of Gusto&#39;s compliance risk management framework.</p>\n<p>You apply a deep understanding of the regulatory landscape and how it intersects with Gusto&#39;s business model to proactively design and lead cross-functional risk programs.</p>\n<p>You translate complex risk topics into clear, actionable guidance that senior leaders can immediately understand and operationalize.</p>\n<p>You lead cross-functional working groups, align divergent perspectives, and drive cohesive progress toward shared goals , with minimal oversight.</p>\n<p>As a PE, you balance individual risk and compliance contribution with team leadership.</p>\n<p>You manage operations, professional development, resource allocation, and performance , while staying close enough to the work to be a credible, hands-on partner to your team and stakeholders.</p>\n<p>You model responsible AI use, and act as a source of knowledge and mentorship , supporting your team&#39;s AI journey and helping others apply it responsibly and effectively.</p>\n<p>AI-Enabled Risk Operations, Innovation &amp; Transformation</p>\n<p>This is how you and your team operate , not a side project.</p>\n<ul>\n<li>Champion the adoption of AI, machine learning, process automation, and advanced analytics to improve risk monitoring, control testing, and reporting across ERM, TPRM, and broader compliance functions</li>\n</ul>\n<ul>\n<li>Lead the integration of AI and automation into every phase of the risk lifecycle: vendor assessments, document ingestion and analysis, continuous monitoring and alerting, risk scoring, prioritization, and trend analysis</li>\n</ul>\n<ul>\n<li>Build intelligent risk monitoring and evaluation systems , including auto-tagging for risk issues, audit requests, and regulatory changes , that improve real-time visibility and eliminate manual effort across the enterprise risk portfolio</li>\n</ul>\n<ul>\n<li>Drive the digitalization of risk tools including RCSAs, KRIs, incident reporting, and audit tracking , transforming periodic, reactive processes into continuous intelligence systems with live leading and lagging indicators that enable real-time decision-making</li>\n</ul>\n<ul>\n<li>Partner with Product, Data Science, and Engineering to define requirements for AI-driven workflows, decisioning engines, and dashboards , ensuring explainability, auditability, and regulatory defensibility of all AI-enabled risk decisions</li>\n</ul>\n<ul>\n<li>Design and build intelligent dashboards and reporting tools that deliver real-time risk visibility and decision-quality insights to senior leadership and cross-functional stakeholders</li>\n</ul>\n<ul>\n<li>Design AI workflows with appropriate validation loops, human-in-the-loop checkpoints, and guardrails , ensuring outputs are reliable, governable, and meet regulatory standards before being used to frame risks, recommendations, or decisions</li>\n</ul>\n<ul>\n<li>Stay current on AI advancements and emerging technologies and proactively integrate new capabilities into team operations to increase velocity and scale</li>\n</ul>\n<ul>\n<li>Model responsible AI use , supporting ICs in their AI 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Level"},{"@context":"https://schema.org","@type":"JobPosting","identifier":{"@type":"PropertyValue","name":"YubHub","value":"job_3a620b88-484"},"title":"HR Consultant","description":"<p>About Gusto At Gusto, we&#39;re on a mission to grow the small business economy. We handle the hard stuff , payroll, health insurance, 401(k)s, and HR , so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 400,000 small businesses nationwide and are building a workplace that reflects the people we serve.</p>\n<p>About the Role As a HR Consultant, you will drive people operations for designated small business clients on behalf of Gusto. In this role, you will excel in dynamic and challenging environments, applying your passion for developing and refining processes and practices. You will be skilled at leveraging cutting-edge technology and systems to drive efficiency within the organization you support.</p>\n<p>Responsibilities</p>\n<ul>\n<li>Lead the organisations you support to achieve People objectives, including attracting, hiring and onboarding great talent, developing and retaining staff, and achieving goals around helping companies stay compliant.</li>\n<li>Influence business and talent initiatives that support short and long-term business goals, including driving practices that enable high performance and operational excellence.</li>\n<li>Initiate and maintain effective communications with leadership and employees; provide coaching and guidance on matters related to performance management, offer feedback on style and behaviours to improve employee productivity and engagement.</li>\n<li>Engage in strategic workforce planning by assessing organisational capabilities; identify competency and talent gaps, ensure development of people resources; and introduce succession planning.</li>\n<li>Identify and translate current and future business needs into a comprehensive People Plans.</li>\n<li>Provide organisational development support through interventions such as organisation design, development solutions, leadership coaching, and proactive change management.</li>\n<li>Serve as the primary point of contact for assigned clients.</li>\n<li>Process and maintain client HR data, including employee onboarding and offboarding, help administer payroll, benefits, and other HR functions, and ensure clients stay up-to-date on HR regulations and compliance requirements.</li>\n<li>Provide excellent customer service</li>\n</ul>\n<p>Requirements</p>\n<ul>\n<li>4-8 years of HR experience as a People Operations Specialist and/or HR Generalist across various industries and scales.</li>\n<li>Excellent communication skills, capable of clearly and concisely conveying information to employees at all levels.</li>\n<li>Strong proficiency with cutting-edge technology across the workplace and high level of comfort in quickly adopting new technology.</li>\n<li>Proficiency with HR software, Google Suite, and modern productivity tools (Slack, Asana, Zoom, etc.)</li>\n<li>Ability to manage multiple stakeholders and competing priorities, demonstrating urgency and adaptability to changing business needs.</li>\n<li>Significant experience with workforce analytics, using data and reporting to drive strategic decisions.</li>\n<li>Demonstrated agility and ability to thrive in ambiguous, fast-paced, and dynamic environments.</li>\n<li>Ability to maintain confidentiality and handle issues ethically and with integrity.</li>\n<li>A perpetual learner who strives for excellence while remaining laser focused on our mission to help clients thrive</li>\n</ul>\n<p>Note Our cash compensation amount for this role is between $98,000 - $115,000/year in Denver and most other major cities, and between $119,000 - $140,000/year for New York &amp; San Francisco. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.</p>\n<p style=\"margin-top:24px;font-size:13px;color:#666;\">XML job scraping automation by <a href=\"https://yubhub.co\">YubHub</a></p>","url":"https://yubhub.co/jobs/job_3a620b88-484","directApply":true,"hiringOrganization":{"@type":"Organization","name":"Gusto","sameAs":"https://www.gusto.com/","logo":"https://logos.yubhub.co/gusto.com.png"},"x-apply-url":"https://job-boards.greenhouse.io/gusto/jobs/7505030","x-work-arrangement":"hybrid","x-experience-level":"mid","x-job-type":"full-time","x-salary-range":"$98,000 - $140,000/year","x-skills-required":["HR software","Google Suite","modern productivity tools","cutting-edge technology","strong communication skills","proficiency with HR software"],"x-skills-preferred":[],"datePosted":"2026-04-18T15:56:06.205Z","jobLocation":{"@type":"Place","address":{"@type":"PostalAddress","addressLocality":"San Francisco, CA"}},"employmentType":"FULL_TIME","occupationalCategory":"HR","industry":"Technology","skills":"HR software, Google Suite, modern productivity tools, cutting-edge technology, strong communication skills, proficiency with HR software","baseSalary":{"@type":"MonetaryAmount","currency":"USD","value":{"@type":"QuantitativeValue","minValue":98000,"maxValue":140000,"unitText":"YEAR"}}},{"@context":"https://schema.org","@type":"JobPosting","identifier":{"@type":"PropertyValue","name":"YubHub","value":"job_314ed80b-9f4"},"title":"Staff Mobile Software Engineer, iOS","description":"<p>At Gusto, we&#39;re on a mission to grow the small business economy. We handle the hard stuff , payroll, health insurance, 401(k)s, and HR , so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 400,000 small businesses nationwide and are building a workplace that reflects the people we serve.</p>\n<p>We&#39;re on the lookout for talented Mobile iOS Engineers who are passionate about creating amazing user experiences. In this role, you&#39;ll have the chance to dive into developing features that are not just functional but truly intuitive and enjoyable for our users. We want you to take ownership of scaling our shared services while keeping up with the latest in the iOS world. You&#39;ll work closely with teams across Product, Identity, Security, System Design, and Infrastructure, collaborating to build solutions that really make a difference.</p>\n<p>If you&#39;re excited about building elegant, scalable apps and being part of a supportive, innovative mobile team, we&#39;d love to hear from you!</p>\n<p>About the Team:</p>\n<p>At Gusto, we&#39;re excited to be at a pivotal moment in our journey with over 1M+ monthly active users and the recent launch of our employer experiences on mobile. Our mission is to tackle the real challenges faced by small business owners and their employees, and we believe that mobile is key to delivering impactful solutions. As part of our mobile team, you&#39;ll be at the forefront of this transformation, working alongside talented engineers and designers who are passionate about creating a seamless mobile experience. Together, we&#39;re building a platform that empowers everyone,small business owners and their teams,to thrive.</p>\n<p>Here&#39;s what you&#39;ll do day-to-day:</p>\n<ul>\n<li>Architect, build, test, and refine Gusto&#39;s native iOS app, along with supporting mobile web views that enhance user experience.</li>\n<li>Develop, iterate, and improve product features that integrate core business functions, work tools, value-added services, and financial products.</li>\n<li>Collaborate closely with our product management, design, and partner teams to identify technical and customer pain points, brainstorm solutions, and then prototype, iterate, and launch those solutions.</li>\n<li>Work cross-functionally with teams in product apps, identity, security, design systems, and infrastructure to deliver world-class experiences right into our customers&#39; hands.</li>\n<li>Build and scale essential services, such as push notification systems and localization features, to enhance app functionality.</li>\n<li>Enhance and maintain our iOS mobile infrastructure, including build pipelines, testing automation, and the release process, to ensure smooth operations.</li>\n</ul>\n<p>Here&#39;s what we&#39;re looking for:</p>\n<ul>\n<li>A minimum of 6 years of experience in Swift and iOS software engineering, with at least 8 years in mobile software engineering overall.</li>\n<li>Excellent communication skills and a knack for building strong cross-functional partnerships.</li>\n<li>A self-driven mindset with the ability to tackle greenfield projects and bring innovative ideas to life.</li>\n<li>Proficiency in iOS testing frameworks and a solid understanding of best practices.</li>\n<li>Experience in developing platform components and common features that enhance scalability, consistency, and maintainability throughout the product development lifecycle.</li>\n<li>Strong critical thinking abilities and a keen attention to detail.</li>\n<li>A willingness to learn continuously and a passion for mentoring others on the team.</li>\n</ul>\n<p style=\"margin-top:24px;font-size:13px;color:#666;\">XML job scraping automation by <a href=\"https://yubhub.co\">YubHub</a></p>","url":"https://yubhub.co/jobs/job_314ed80b-9f4","directApply":true,"hiringOrganization":{"@type":"Organization","name":"Gusto","sameAs":"https://www.gusto.com/","logo":"https://logos.yubhub.co/gusto.com.png"},"x-apply-url":"https://job-boards.greenhouse.io/gusto/jobs/7623124","x-work-arrangement":"remote","x-experience-level":"staff","x-job-type":"full-time","x-salary-range":"$197,000/yr to $235,000/yr","x-skills-required":["Swift","iOS software engineering","Mobile software engineering","iOS testing frameworks","Best practices","Platform components","Common features","Scalability","Consistency","Maintainability"],"x-skills-preferred":[],"datePosted":"2026-04-18T15:55:58.649Z","jobLocation":{"@type":"Place","address":{"@type":"PostalAddress","addressLocality":"San Francisco, CA;New York, NY;Toronto, Ontario, CAN - Remote"}},"jobLocationType":"TELECOMMUTE","employmentType":"FULL_TIME","occupationalCategory":"Engineering","industry":"Technology","skills":"Swift, iOS software engineering, Mobile software engineering, iOS testing frameworks, Best practices, Platform components, Common features, Scalability, Consistency, Maintainability","baseSalary":{"@type":"MonetaryAmount","currency":"USD","value":{"@type":"QuantitativeValue","minValue":197000,"maxValue":235000,"unitText":"YEAR"}}},{"@context":"https://schema.org","@type":"JobPosting","identifier":{"@type":"PropertyValue","name":"YubHub","value":"job_ef48a470-95c"},"title":"Senior Product Manager, HR Labs","description":"<p>About Gusto</p>\n<p>At Gusto, we&#39;re on a mission to grow the small business economy. We handle the hard stuff , payroll, health insurance, 401(k)s, and HR , so owners can focus on their craft and their customers.</p>\n<p>With teams in Denver, San Francisco, and New York, we support more than 400,000 small businesses nationwide and are building a workplace that reflects the people we serve.</p>\n<p>All full-time employees receive competitive base pay, benefits, and equity (RSUs) , because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.</p>\n<p>AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.</p>\n<p>By the Numbers:</p>\n<ul>\n<li>Named #1 best software for small business of 2024 by G2</li>\n<li>2,700+ employees in the United States, Canada, Mexico, and Turkiye and growing</li>\n<li>Over $500M in annual revenue</li>\n</ul>\n<p>What Product Management is like at Gusto</p>\n<p>We’re looking for high-autonomy, entrepreneurial Product Managers to build high-impact solutions for small businesses and their employees. We believe in high-ownership Product Managers who operate like business owners , owning an entire roadmap end to end and shipping product all the way from strategy through to the nitty-gritty details (some describe this kind of role as a “GM” type role).</p>\n<p>Our Product team is lean, which means you’ll have a high degree of impact and ownership. We believe in smaller, empowered teams that move quickly with less overhead. You’ll move fast by pairing sharp product judgment with fluency in AI tools , automating what slows teams down and amplifying what makes them creative and high-performing.</p>\n<p>We’re boundaryless builders. Lines between roles are intentionally blurred, and our PMs do whatever it takes to deliver outcomes. You’ll prototype, automate, design, and ship , using AI as your co-builder to turn problems into durable solutions that deliver customer value with urgency and care.</p>\n<p>About the Team</p>\n<p>We have a clear vision for how AI-powered tools will transform HR for small businesses, and we&#39;re looking for a Senior Product Manager to make it real: sharpen priorities, own outcomes, and partner deeply with engineering and design to ship products that matter.</p>\n<p>HR Labs powers our HR Partners service offering, Gusto&#39;s fastest-growing business line and where many of our boldest AI bets are happening. Our goal is to deliver real human expertise at scale through AI-native tools and agentic workflows.</p>\n<p>A team of HR professionals delivers expert, personalized guidance to our small business customers, and the platform you build is what makes that possible. You&#39;ll own both the customer-facing and internal tools: partner workspaces, agentic workflows, AI-assisted document generation, and the bridge to future customer self-service.</p>\n<p>Here’s what you’ll do day-to-day:</p>\n<ul>\n<li>Own product strategy and roadmap for the HR Partners platform,refining and extending the existing vision, making hard prioritization calls, and ensuring we’re building the right things for partners and, over time, for customers.</li>\n</ul>\n<ul>\n<li>Work side by side with engineering and design: clarify problems, frame opportunities, and shape solutions together rather than handing over finished specs. You’ll be a true partner, not a ticket-writer.</li>\n</ul>\n<ul>\n<li>Drive discovery and validation with HR partners and other stakeholders,synthesize feedback, identify patterns, and turn insights into clear requirements and success criteria.</li>\n</ul>\n<ul>\n<li>Define and track outcomes (usage, quality, efficiency, business impact) and use data to inform what we build next.</li>\n</ul>\n<ul>\n<li>Operate in ambiguity: our roadmap is evolving, the AI landscape is moving fast, and the “right” product isn’t always obvious. You’ll help the team navigate that uncertainty with structure and judgment.</li>\n</ul>\n<ul>\n<li>Think creatively about AI-native experiences, beyond chatbots and forms. The bar here is high: outputs need to be accurate (HR has real compliance stakes), tailored to each customer&#39;s situation, and genuinely useful rather than generic.</li>\n</ul>\n<p>Here’s what we&#39;re looking for:</p>\n<ul>\n<li>5+ years of product management experience, ideally with additional experience in roles that involve platform or two-sided products (internal tools + customer-facing experiences).</li>\n</ul>\n<ul>\n<li>Productized service (tools for expert practitioners or productizing manual workflows into software).</li>\n</ul>\n<ul>\n<li>AI product experience: You&#39;ve shipped or significantly shaped products that use AI as a core part of the experience (e.g., assistants, copilots, agents, intelligent workflows).</li>\n</ul>\n<ul>\n<li>0-to-1 building with bias for action: You&#39;ve defined product direction in ambiguous, greenfield environments and made something real when there was no existing roadmap.</li>\n</ul>\n<ul>\n<li>Technical fluency: You can have real conversations with engineers about AI systems, architecture, and feasibility.</li>\n</ul>\n<ul>\n<li>Strong product craft: You’ve shipped products that users love and that moved the needle.</li>\n</ul>\n<ul>\n<li>Out-of-the-box thinking: You’re comfortable questioning assumptions, proposing new approaches, and helping the team see around corners.</li>\n</ul>\n<p>If you don&#39;t think you meet all of the criteria above but still are interested in the job, please apply. Nobody checks every box, and we&#39;re looking for someone excited to join the team.</p>\n<p>Our cash compensation amount for this role is $184,000/yr to $230,000/yr for New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.</p>\n<p>Where do PMs at Gusto work? We have offices in Denver, San Francisco, and New York and have remote team members across the US and Canada. We are actively hiring for the New York office. 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We handle the hard stuff ‒ payroll, health insurance, 401(k)s, and HR ‒ so owners can focus on their craft and their customers.</p>\n<p>The Franchise Account Executive role is an opportunity to help build and scale one of Gusto&#39;s newest growth channels. Franchise represents a massive and largely untapped market, and this team is focused on activating franchise owners across established partner networks and high-potential industries.</p>\n<p>As a Franchise AE, you&#39;ll operate in a true outbound motion ‒ prospecting into multi-unit operators, building relationships with influential owners, and closing new business that can scale across locations. You&#39;ll also help shape the playbook for how Gusto sells into franchise ecosystems as we grow this program into a durable revenue engine for the company.</p>\n<p>Responsibilities</p>\n<ul>\n<li>Own new franchise revenue generation. 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Engage multi-unit owners, directors of operations, and regional leaders to understand operational needs and position Gusto as a scalable payroll and workforce platform across multiple locations.</li>\n</ul>\n<ul>\n<li>Partner cross-functionally to drive franchise success. Collaborate with the Franchise Partner Manager, Sales Ops, and Marketing to activate franchise networks, support partner initiatives, and identify opportunities to expand within existing franchise relationships.</li>\n</ul>\n<ul>\n<li>Build referenceable wins within franchise networks. Secure early customer success stories and multi-location operators that can serve as proof points and accelerate adoption across additional franchisees.</li>\n</ul>\n<ul>\n<li>Drive consistent outbound pipeline generation. Maintain a disciplined outbound motion across named franchise accounts and industry segments, using a mix of calls, emails, LinkedIn outreach, and events to create new opportunities.</li>\n</ul>\n<ul>\n<li>Represent Gusto in franchise communities. Attend franchise conferences, regional events, and industry gatherings to build relationships, generate pipeline, and strengthen Gusto’s presence in the franchise ecosystem.</li>\n</ul>\n<ul>\n<li>Achieve and exceed revenue targets. Consistently deliver against quarterly targets for MRR and new customer adds while contributing insights that help scale the franchise program over time.</li>\n</ul>\n<ul>\n<li>Use AI-powered workflows as a core part of how you sell: running assigned tools daily, surfacing friction and inefficiencies as you find them, and collaborating with your team to influence what gets built or improved next.</li>\n</ul>\n<p>Requirements</p>\n<ul>\n<li>3+ years of quota-carrying B2B SaaS AE experience, ideally with outbound new business in SMB, mid-market, or franchise/multi-unit contexts.</li>\n</ul>\n<ul>\n<li>Proven track record as a hunter ‒ generating your own pipeline, landing new logos, and expanding into complex accounts.</li>\n</ul>\n<ul>\n<li>Payroll sales experience is a strong plus.</li>\n</ul>\n<ul>\n<li>Experience navigating multi-unit and franchise structures (franchisors, franchisees, regional/holding companies) is a strong plus.</li>\n</ul>\n<ul>\n<li>Proven, day-to-day experience integrating AI into how you work ‒ across writing, research, prep, and summarization as a core part of your workflow, with a track record of giving clear, useful feedback that helps improve your tools and processes.</li>\n</ul>\n<ul>\n<li>Strong discovery and storytelling skills ‒ able to uncover compliance, payroll, and onboarding pain points and tie them to ROI.</li>\n</ul>\n<ul>\n<li>Comfortable partnering with BDRs: coaching, collaborating on sequences, and maximizing top-of-funnel conversion.</li>\n</ul>\n<ul>\n<li>Entrepreneurial mindset ‒ thrives in building new motions, testing playbooks, and iterating quickly.</li>\n</ul>\n<ul>\n<li>Willingness to travel 25–35% of the time to conferences and in-market opportunities.</li>\n</ul>\n<p>Salary</p>\n<p>The on-target earnings (OTE) for this role range from $134,000/yr to $155,000/yr in Denver, Atlanta, Chicago &amp; Las Vegas, and $126,000/yr to $144,000/yr in Phoenix. 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We handle the hard stuff , payroll, health insurance, 401(k)s, and HR , so owners can focus on their craft and their customers.</p>\n<p>With teams in Denver, San Francisco, and New York, we support more than 400,000 small businesses nationwide and are building a workplace that reflects the people we serve.</p>\n<p>All full-time employees receive competitive base pay, benefits, and equity (RSUs) , because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location.</p>\n<p>AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.</p>\n<p>Submit your interest to join our CX team!</p>\n<p>About the Role:</p>\n<p>Gusto is seeking motivated, customer-centric professionals interested in being considered for future retirement benefits customer experience opportunities in 2026. These roles are ideal for customer-facing retirement benefits professionals who thrive in a fast-paced, consultative environment and are passionate about helping small businesses succeed.</p>\n<p>As a seasoned Retirement Benefits Advocate, you will act as the single point of contact for all support inquiries, enhancing user experience and serving as a subject matter expert for Gusto’s core products.</p>\n<p>You will serve as a strategic partner, providing a holistic and consultative approach to help clients optimize their retirement plan. Your mission is to empower our clients by proactively educating them on their plan&#39;s health, fiduciary responsibilities, and the tools available to drive employee engagement and retirement readiness.</p>\n<p>You will build deep client loyalty and act as the driver for full resolution of all plan-related matters. You’ll address and solve real problems and deliver an exceptional customer experience to build trust and loyalty to Gusto.</p>\n<p>Here’s what you’ll do day-to-day:</p>\n<ul>\n<li>Own the customer journey by building trust, rapport, and partnership with customers through inbound and outbound phone, email, and Zoom interactions.</li>\n</ul>\n<ul>\n<li>Provide passionate, opinionated, consistent, expert, reliable support as a point of contact for retirement benefits inquiries.</li>\n</ul>\n<ul>\n<li>Leverage AI-assisted tools to accelerate research and communication while upholding accuracy, compliance, and Gusto’s voice.</li>\n</ul>\n<ul>\n<li>Identify churn risk and quickly act to deliver solutions to mitigate the risk of churn, using your product knowledge and unique understanding of each individual customer.</li>\n</ul>\n<ul>\n<li>Build and maintain relationships built on trust and collaboration with admins to better understand and anticipate their needs.</li>\n</ul>\n<ul>\n<li>Partner with your customers and cross-functionally to unblock points of friction, proactively address potential concerns, and build an understanding of individual team needs and processes.</li>\n</ul>\n<ul>\n<li>Think creatively, pivot quickly, live in ambiguity, and collaborate strategically. You will be required to expand your critical thinking skills and creatively problem-solve across all areas of the business, with an understanding of a variety of stakeholders and needs.</li>\n</ul>\n<p>Here’s what we&#39;re looking for:</p>\n<ul>\n<li>3-6 years of customer experience with 1+ years of full-time experience in retirement benefits.</li>\n</ul>\n<ul>\n<li>Experience with 401k retirement plans preferred.</li>\n</ul>\n<ul>\n<li>Account Management experience preferred.</li>\n</ul>\n<ul>\n<li>Proven ability to proactively and reactively support customers, driving their success, happiness, and loyalty through expert guidance and creative problem-solving.</li>\n</ul>\n<ul>\n<li>Ability to synthesize and communicate complex subjects clearly and effectively, both verbally and in writing, with customers and internal partners.</li>\n</ul>\n<ul>\n<li>Experience with Salesforce, Zoom, Google Suite, Google Calendar, Gmail, and Chili Piper.</li>\n</ul>\n<ul>\n<li>Excels in balancing inbound calls, scheduled meetings, and email inquiries while managing and prioritizing multiple high-priority resolutions effectively.</li>\n</ul>\n<p>This posting represents a general talent pipeline that spans multiple levels within our CX team. Final compensation will be determined based on the specific role, level, and experience alignment. The estimated compensation range for these roles is $21.00–$35.00 per hour.</p>\n<p>Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role).</p>\n<p>The same office expectations apply to all Symmetry roles, Gusto&#39;s subsidiary, whose physical office is in Scottsdale. Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.</p>\n<p>When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.</p>\n<p>Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it&#39;s the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.</p>\n<p>Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic.</p>\n<p>Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures.</p>\n<p>We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.</p>\n<p>Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer. Personal information collected and processed as part of your Gusto application will be subject to Gusto&#39;s Applicant Privacy Notice.</p>\n<p style=\"margin-top:24px;font-size:13px;color:#666;\">XML job scraping automation by <a href=\"https://yubhub.co\">YubHub</a></p>","url":"https://yubhub.co/jobs/job_12941391-945","directApply":true,"hiringOrganization":{"@type":"Organization","name":"Gusto","sameAs":"https://www.gusto.com/","logo":"https://logos.yubhub.co/gusto.com.png"},"x-apply-url":"https://job-boards.greenhouse.io/gusto/jobs/7774285","x-work-arrangement":"hybrid","x-experience-level":"senior","x-job-type":"full-time","x-salary-range":"$21.00–$35.00 per hour","x-skills-required":["customer experience","retirement benefits","401k retirement plans","account management","salesforce","zoom","google suite","google calendar","gmail","chili piper"],"x-skills-preferred":[],"datePosted":"2026-04-18T15:55:28.704Z","jobLocation":{"@type":"Place","address":{"@type":"PostalAddress","addressLocality":"Chicago, IL; Denver, CO; Phoenix, AZ"}},"employmentType":"FULL_TIME","occupationalCategory":"HR","industry":"Technology","skills":"customer experience, retirement benefits, 401k retirement plans, account management, salesforce, zoom, google suite, google calendar, gmail, chili piper"},{"@context":"https://schema.org","@type":"JobPosting","identifier":{"@type":"PropertyValue","name":"YubHub","value":"job_c1d6b15b-611"},"title":"Brand Design Manager","description":"<p>About Gusto At Gusto, we&#39;re on a mission to grow the small business economy. We handle the hard stuff , payroll, health insurance, 401(k)s, and HR , so owners can focus on their craft and their customers.</p>\n<p>Design at Gusto Design at Gusto is made up of over 80 creative, collaborative people who care deeply about our mission to empower small businesses and their employees. We&#39;re a cross-functional group that is always looking for opportunities to build understanding and empathy for the people who use Gusto.</p>\n<p>About the Opportunity Brand design is where our identity comes to life. Visual craft, consistency, and clarity aren&#39;t finishing touches,they&#39;re the work. They&#39;re how we earn trust, convey confidence, and make people feel something. Gusto is growing our in-house creative studio inside our fast-moving, late-stage startup. We design campaigns, brand systems, and multi-channel marketing assets,partnering closely with marketing, product marketing, and comms to bring Gusto&#39;s brand to life across every touchpoint.</p>\n<p>Responsibilities</p>\n<ul>\n<li>Define and maintain quality standards for AI-generated brand work (establishing what passes, what fails, and why) so the team can move fast without drifting from the brand.</li>\n<li>Demonstrated ability to evaluate AI-generated creative work critically,knowing when to use it, when to redirect it, and how to articulate why a generated direction fails Gusto&#39;s brand standards.</li>\n<li>Has established or contributed to AI creative governance: what the team will and won&#39;t use AI for, how to QA AI outputs, and how to maintain brand integrity at higher production volumes.</li>\n<li>Manage, mentor, and develop a small team of brand and motion designers,setting expectations, providing feedback, and supporting career growth.</li>\n<li>Set creative direction and maintain visual quality across campaigns, paid media, email, web, social, experiential and product marketing.</li>\n<li>Build and maintain scalable design systems, templates, and brand guidelines.</li>\n<li>Partner closely with marketing, product marketing, comms, and creative leadership to prioritize work and translate strategy into visual execution.</li>\n<li>Define and improve team workflows, processes, and production standards to scale creative output.</li>\n<li>Track record of raising quality standards in an environment where AI is accelerating output , and keeping the bar high when the temptation is to ship faster and evaluate less.</li>\n<li>Contribute directly to creative work when needed, maintaining a strong connection to the craft.</li>\n</ul>\n<p>Requirements</p>\n<ul>\n<li>8+ years of professional brand design experience spanning campaign, marketing, and brand systems work.</li>\n<li>2–4+ years of direct people management experience leading brand or production designers.</li>\n<li>A portfolio demonstrating strong craft, brand-building work, and range across multi-channel marketing.</li>\n<li>Expertise in Figma and Adobe Creative Suite; familiarity with motion tools a plus.</li>\n<li>AI fluency in creative workflows and processes, with hands-on familiarity with generative AI tools for design, ideation, and production.</li>\n<li>Experience building and maintaining scalable design systems and templates.</li>\n<li>Strong cross-functional collaboration skills in fast-paced, high-output environments.</li>\n<li>A leadership mindset,you enjoy developing people and building systems, not just making the work yourself.</li>\n</ul>\n<p>Compensation Details At Gusto, we strive to provide rewards that empower employees to achieve their financial and personal goals. 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We handle the hard stuff , payroll, health insurance, 401(k)s, and HR , so owners can focus on their craft and their customers.</p>\n<p>With teams in Denver, San Francisco, and New York, we support more than 400,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) , because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location.</p>\n<p>AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.</p>\n<p>Platform Accounting is the financial engine behind Gusto&#39;s payment platform. We record customer cash movements and liabilities, and increasingly corporate cash activity across new and expanding product lines, on Gusto&#39;s homegrown payroll infrastructure. This work directly underpins our financial statements, audit readiness, and compliance.</p>\n<p>The Associate Principal, Financial Data role is a high-impact position bridging Data, Product Engineering, Accounting, and Finance Operations. This individual will be the steward of financial data integrity, owning the crucial connective layer that ensures all financial data is accurate, complete, and prepared for audits, particularly as the business expands and new products are launched.</p>\n<p>This role requires a unique combination of expertise: deep knowledge in accounting and business context, proven experience in maintaining data integrity, and a strong passion for applying innovative AI solutions to financial operations. We are looking for a naturally curious and forward-thinking candidate - someone who is already experimenting with AI tools, developing intelligent workflows, and constantly seeking the next opportunity for optimization.</p>\n<p>Here’s what you’ll do day-to-day:</p>\n<ul>\n<li>Own the financial data layer that feeds close, reporting, and controls: ensuring accuracy, completeness, and auditability from source to output</li>\n</ul>\n<ul>\n<li>Own financial and regulatory reporting (money transmission, payroll compliance) across core business and new products, exercising independent judgment on how reporting should be structured, validated, and maintained</li>\n</ul>\n<ul>\n<li>Design and implement AI-powered workflows across reporting, analysis, and controls: evaluating where AI can be trusted, where human judgment is required, and raising the bar on what this function produces</li>\n</ul>\n<ul>\n<li>Direct the design of data controls and documentation standards across financial reporting and compliance workflows, guiding new approaches as audit requirements and business complexity grow</li>\n</ul>\n<ul>\n<li>Lead data requirements and UAT for new product launches and financial system implementations: defining what needs to be built, evaluating whether it meets the standard, and ensuring reporting is in place before go-live</li>\n</ul>\n<ul>\n<li>Stay current on AI tools relevant to financial operations and analytics: evaluating and recommending new capabilities as they emerge, and establishing how they are adopted safely and effectively</li>\n</ul>\n<ul>\n<li>Critically evaluate AI-generated outputs: knowing when to trust them, when to question them, and how to design controls that make financial reporting defensible regardless of how it was produced</li>\n</ul>\n<p>You will work across: Accounting, Data, Product Engineering, Operations, Finance Systems, Treasury, and external auditors.</p>\n<p>Here’s what we&#39;re looking for:</p>\n<ul>\n<li>Bachelor&#39;s degree in Finance, Accounting, Economics, Statistics, or a related field with 6-8 years of relevant experience;</li>\n</ul>\n<ul>\n<li>CPA, CA, or equivalent preferred but not required</li>\n</ul>\n<ul>\n<li>High-growth startup or public company experience strongly preferred</li>\n</ul>\n<ul>\n<li>Experience in FinTech, payments, or payroll is a plus</li>\n</ul>\n<ul>\n<li>Proficient in SQL: comfortable querying, investigating data discrepancies, and validating outputs directly in a data warehouse environment</li>\n</ul>\n<ul>\n<li>An insatiable appetite for AI. You are already experimenting, already deploying, already asking what AI can do next. You have designed and built AI-powered workflows, critically evaluated their outputs, and built controls around them. You exercise judgment on where AI can be trusted in financial reporting and where it cannot.</li>\n</ul>\n<ul>\n<li>Deep accounting and business context. You understand fund flows, payment lifecycles, financial close, and what audit-ready means in practice. You see the interrelationships between data, controls, and financial outcomes, and you know when something is wrong before an auditor finds it.</li>\n</ul>\n<ul>\n<li>Data integrity and controls experience. You have directed data integrity work in a rigorous audit environment, including completeness checks, lineage documentation, control design, and audit response.</li>\n</ul>\n<ul>\n<li>Independence and judgment. 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Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto&#39;s subsidiary, whose physical office is in Scottsdale. Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.</p>\n<p>Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it&#39;s the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.</p>\n<p>Gusto is proud to be an equal opportunity employer. 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We handle the hard stuff , payroll, health insurance, 401(k)s, and HR , so owners can focus on their craft and their customers.</p>\n<p>With teams in Denver, San Francisco, and New York, we support more than 400,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) , because everyone who helps build Gusto should share in its success.</p>\n<p>Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.</p>\n<p>AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. 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You’ll prototype, automate, design, and ship , using AI as your co-builder to turn problems into durable solutions that deliver customer value with urgency and care.</p>\n<p>Our Product team is lean, which means you’ll have a high degree of impact and ownership. We believe in smaller, empowered teams that move quickly with less overhead. You’ll move fast by pairing sharp product judgment with fluency in AI tools , automating what slows teams down and amplifying what makes them creative and high-performing.</p>\n<p>We’re here to serve small and medium businesses. Gusto has a strong mission-driven culture, and we care deeply about lifting up these business owners , building technology for an AI-first world that gives them the superpowers to run and grow their businesses with confidence.</p>\n<p>We’re comfortable with change. Our environment moves fast, and PMs here thrive in ambiguity , blending curiosity, experimentation, and AI-native craft to shape how products (and work itself) are built at Gusto.</p>\n<p>About the Team: The Tax Credits team is a “mini startup” within Gusto, and an incredibly talented group of people that have a mix of deep customer empathy, domain expertise, and a strong desire to innovate. Our mission is to grow and add value to our customer base, and continually test and refine tools designed to help these customers unlock savings through tax credits and grants.</p>\n<p>If you enjoy uncovering &amp; solving big problems, driving lean experimentation, building 0 to 1 product experiences, and making a big impact on the lives of small business owners, we’d love to hear from you.</p>\n<p>Here’s what you’ll do day-to-day:</p>\n<p>Ownership: Spearhead the development of a product &amp; business aimed at unlocking value for existing Gusto customers as well as expanding Gusto’s customer base to new segments</p>\n<p>North Star: Unlocking savings for SMBs through tax credits</p>\n<p>Collaborate: Partner closely with Engineering, Design, Ops and Data Science on all stages of the product development process, and partner with the GM and Revenue team to grow the business and optimize its unit economics</p>\n<p>Lead product discovery to uncover and deeply understand customer problems and test risky assumptions</p>\n<p>Run lean experiments and A/B tests to quickly prove out hypotheses and test new concepts. Always looking for ways to get stronger signal on new ideas</p>\n<p>Create a long-term vision and strategy that defines the big problems we can solve well with a durable competitive advantage</p>\n<p>Here’s what we&#39;re looking for:</p>\n<ul>\n<li>8+ years of hands-on Product Management experience or 12+ years of relevant work experience</li>\n</ul>\n<p>Proven track record of building 0 to 1 products with nice to haves in:</p>\n<ul>\n<li>Strong product discovery skills and analytical skills</li>\n</ul>\n<p>The intangibles: natural curiosity, grit, customer obsession, and attention to detail</p>\n<p>The ability to tell a compelling story that drives alignment and inspires action</p>\n<p>Strong collaboration skills; ability to quickly build trust quickly</p>\n<p>A passion for helping small businesses</p>\n<p>If you don&#39;t think you meet all of the criteria above but still are interested in the job, please apply. 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Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.</p>\n<p style=\"margin-top:24px;font-size:13px;color:#666;\">XML job scraping automation by <a href=\"https://yubhub.co\">YubHub</a></p>","url":"https://yubhub.co/jobs/job_0b0a90a1-a5c","directApply":true,"hiringOrganization":{"@type":"Organization","name":"Gusto","sameAs":"https://www.gusto.com/","logo":"https://logos.yubhub.co/gusto.com.png"},"x-apply-url":"https://job-boards.greenhouse.io/gusto/jobs/7581996","x-work-arrangement":"hybrid","x-experience-level":"senior","x-job-type":"full-time","x-salary-range":"$179,000/yr to $224,000/yr in Denver & most major metro locations, and $210,000/yr to $263,000/yr for San Francisco, Seattle & New York","x-skills-required":["Product Management","AI","Machine Learning","Data Analysis","Customer Empathy","Domain Expertise","Lean Experimentation","Product Development","Collaboration","Communication","Leadership"],"x-skills-preferred":[],"datePosted":"2026-04-18T15:54:50.684Z","jobLocation":{"@type":"Place","address":{"@type":"PostalAddress","addressLocality":"San Francisco, CA; New York, NY"}},"employmentType":"FULL_TIME","occupationalCategory":"Product Management","industry":"Technology","skills":"Product Management, AI, Machine Learning, Data Analysis, Customer Empathy, Domain Expertise, Lean Experimentation, Product Development, Collaboration, Communication, Leadership","baseSalary":{"@type":"MonetaryAmount","currency":"USD","value":{"@type":"QuantitativeValue","minValue":179000,"maxValue":263000,"unitText":"YEAR"}}},{"@context":"https://schema.org","@type":"JobPosting","identifier":{"@type":"PropertyValue","name":"YubHub","value":"job_72d6fed4-5c5"},"title":"Staff Product Designer, Contractors","description":"<p>About Gusto</p>\n<p>At Gusto, we&#39;re on a mission to grow the small business economy. We handle the hard stuff – payroll, health insurance, 401(k)s, and HR – so owners can focus on their craft and their customers.</p>\n<p>With teams in Denver, San Francisco, and New York, we support more than 400,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) – because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location.</p>\n<p>AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.</p>\n<p>About Design at Gusto</p>\n<p>Design at Gusto is made up of over 80 creative, collaborative people who care deeply about our mission to empower small businesses and their employees. We&#39;re a cross-functional group that is always looking for opportunities to build understanding and empathy for the people who use Gusto. We don&#39;t care much about swim lanes and though we care deeply about quality and craft, we are never precious about it. We work closely with cross-functional partners in Product, Engineering, Data, and Marketing to design, build, and ship experiences that make a real difference.</p>\n<p>We believe great design can make hard things possible, even delightful. We are building an AI-native design organization – and we mean that seriously. We&#39;re looking for designers who are already working this way: using AI to prototype ideas quickly, shorten customer feedback loops, and ship quality UX directly to customers. This isn&#39;t a future aspiration – it&#39;s how we work now, and it&#39;s changing what the design role looks like at Gusto and across the industry.</p>\n<p>About the team</p>\n<p>Contractors play a huge role in our economy, and are becoming more prevalent every year. Contract work offers flexibility and independence for workers, and hiring contractors helps small business owners scale quickly and access specialized skills. Our Contractors team helps small and medium business owners (SMBs) hire, manage, and pay domestic and international contractors. We also help contractors manage their client engagements and build their own thriving businesses.</p>\n<p>About the role</p>\n<p>As a staff product designer, you’ll help bring our contractor products to maturity. You’ll be the IC design leader across this area, driving foundational shifts to our platform and customer experiences. This is a unique opportunity to make major experience changes to established, business critical workflows. As part of the cross-functional leadership team, you’ll drive the entire product development process from setting the long-term vision to strategic planning; all the way to launching new features and iterating on existing ones.</p>\n<p>Here’s what you’ll do day-to-day:</p>\n<ul>\n<li>Drive end-to-end design strategy and execution across the contractors experience from discovery and visioning through iterative delivery and refinement.</li>\n</ul>\n<ul>\n<li>Partner with product, engineering, research, data, legal, compliance, operations, and support to define problem spaces, align on priorities, and deliver solutions that meet both customer and business needs.</li>\n</ul>\n<ul>\n<li>Translate insights from research and data into intuitive, scalable experiences that support a variety of customer workflows.</li>\n</ul>\n<ul>\n<li>Champion thoughtful, inclusive design by participating in design reviews, sharing feedback, and contributing to design standards and platform quality.</li>\n</ul>\n<ul>\n<li>Bring genuine AI fluency to your design practice, using it to prototype quickly, shorten feedback loops, and improve contractor experiences.</li>\n</ul>\n<ul>\n<li>Mentor and support fellow designers by offering thoughtful critique, sharing knowledge, and contributing to design community initiatives across Gusto.</li>\n</ul>\n<p>Here’s what we&#39;re looking for:</p>\n<ul>\n<li>8+ years of product design experience with demonstrated impact in complex domains.</li>\n</ul>\n<ul>\n<li>Proven ability to lead design direction at the product level and influence cross-functional partners.</li>\n</ul>\n<ul>\n<li>Strong collaboration experience with partners in product, engineering, research, and data.</li>\n</ul>\n<ul>\n<li>A portfolio that demonstrates high-quality interaction and visual design with thoughtful consideration for accessibility and end-to-end user experiences.</li>\n</ul>\n<ul>\n<li>Comfort translating ambiguity into clear design decisions and outcomes.</li>\n</ul>\n<ul>\n<li>Strong communication skills with the ability to align teams around shared goals.</li>\n</ul>\n<ul>\n<li>Demonstrated AI fluency in your design practice. You&#39;re using AI to move faster, prototype more, and get to better decisions.</li>\n</ul>\n<p>Compensation Details</p>\n<p>At Gusto, we strive to provide rewards that empower employees to achieve their financial and personal goals. We offer competitive compensation packages with a strong emphasis on equity based compensation (ownership in Gusto). To learn more about Gusto’s compensation philosophy and benefits offerings please view our Total Rewards Approach page.</p>\n<p>Our cash compensation range for this role is $146,000/yr to $183,000/yr in Denver &amp; most remote locations, and $177,000/yr to $222,000/yr in San Francisco, Seattle &amp; New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.</p>\n<p>Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto&#39;s subsidiary, whose physical office is in Scottsdale. Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.</p>\n<p>Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it&#39;s the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.</p>\n<p>Gusto is proud to be an equal opportunity employer. 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We handle the hard stuff , payroll, health insurance, 401(k)s, and HR , so owners can focus on their craft and their customers.</p>\n<p>With teams in Denver, San Francisco, and New York, we support more than 400,000 small businesses nationwide and are building a workplace that reflects the people we serve.</p>\n<p>All full-time employees receive competitive base pay, benefits, and equity (RSUs) , because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location.</p>\n<p>AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.</p>\n<p>Submit your interest to join our CX team!</p>\n<p>About the Role:</p>\n<p>Gusto is seeking customer experience professionals who thrive in a fast-paced, consultative environment and are interested in being considered for future start dates in 2026. If you’d like to be considered for future opportunities with our team, please complete the form below and upload your resume.</p>\n<p>While start dates are still being determined for 2026, we’d love to connect! Does this sound like you? Apply below!</p>\n<p>As a Payroll Advocate, you will act as the single point of contact for all support inquiries, enhancing user experience and serving as a subject matter expert for Gusto’s core products. You will guide customers through our newest product features, provide proactive customer education and support, move quickly to strategize and creatively solve problems, act as an advocate to influence our product decisions and roadmap, and holistically support the customer/Gusto partnership.</p>\n<p>Here’s what you’ll do day-to-day:</p>\n<ul>\n<li>Own the customer journey by building trust, rapport, and partnership with customers through inbound and outbound phone, email, and Zoom interactions.</li>\n</ul>\n<ul>\n<li>Provide passionate, opinionated, consistent, expert, reliable support as a point of contact for payroll and benefits inquiries.</li>\n</ul>\n<ul>\n<li>Leverage AI-assisted tools to accelerate research and communication while upholding accuracy, compliance, and Gusto’s voice.</li>\n</ul>\n<ul>\n<li>Identify churn risk and quickly act to deliver solutions to mitigate the risk of churn, using your product knowledge and unique understanding of each individual customer.</li>\n</ul>\n<ul>\n<li>Build and maintain relationships built on trust and collaboration with admins to better understand and anticipate their needs.</li>\n</ul>\n<ul>\n<li>Partner with your customers and cross-functionally to unblock points of friction, proactively address potential concerns, and build an understanding of individual team needs and processes.</li>\n</ul>\n<ul>\n<li>Think creatively, pivot quickly, live in ambiguity, and collaborate strategically. You will be required to expand your critical thinking skills and creatively problem-solve across all areas of the business, with an understanding of a variety of stakeholders and needs.</li>\n</ul>\n<p>Here’s what we&#39;re looking for:</p>\n<ul>\n<li>3-6 years of customer experience with 1+ years of full-time experience in Payroll.</li>\n</ul>\n<ul>\n<li>Account Management experience preferred.</li>\n</ul>\n<ul>\n<li>Proven ability to proactively and reactively support customers, driving their success, happiness, and loyalty through expert guidance and creative problem-solving.</li>\n</ul>\n<ul>\n<li>Ability to synthesize and communicate complex subjects clearly and effectively, both verbally and in writing, with customers and internal partners.</li>\n</ul>\n<ul>\n<li>Experience with Salesforce, Zoom, Google Suite, Google Calendar, Gmail, and Chili Piper.</li>\n</ul>\n<ul>\n<li>Excels in balancing inbound calls, scheduled meetings, and email inquiries while managing and prioritizing multiple high-priority resolutions effectively.</li>\n</ul>\n<p>This posting represents a general talent pipeline that spans multiple levels within our CX team. Final compensation will be determined based on the specific role, level, and experience alignment. The estimated compensation range for these roles is $21.00–$35.00 per hour.</p>\n<p>Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto&#39;s subsidiary, whose physical office is in Scottsdale. Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.</p>\n<p>When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.</p>\n<p>Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it&#39;s the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.</p>\n<p>Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic.</p>\n<p>Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures.</p>\n<p>We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.</p>\n<p>Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer. Personal information collected and processed as part of your Gusto application will be subject to Gusto&#39;s Applicant Privacy Notice.</p>\n<p style=\"margin-top:24px;font-size:13px;color:#666;\">XML job scraping automation by <a href=\"https://yubhub.co\">YubHub</a></p>","url":"https://yubhub.co/jobs/job_430f978f-cc2","directApply":true,"hiringOrganization":{"@type":"Organization","name":"Gusto","sameAs":"https://www.gusto.com/","logo":"https://logos.yubhub.co/gusto.com.png"},"x-apply-url":"https://job-boards.greenhouse.io/gusto/jobs/7379026","x-work-arrangement":"hybrid","x-experience-level":null,"x-job-type":"full-time","x-salary-range":"$21.00–$35.00 per hour","x-skills-required":["customer experience","payroll","benefits","AI-assisted tools","accuracy","compliance","Gusto's voice","churn risk","product knowledge","critical thinking","problem-solving","stakeholders","communication","Salesforce","Zoom","Google Suite","Google Calendar","Gmail","Chili Piper"],"x-skills-preferred":[],"datePosted":"2026-04-18T15:53:58.300Z","jobLocation":{"@type":"Place","address":{"@type":"PostalAddress","addressLocality":"Chicago, IL; Phoenix, AZ;"}},"employmentType":"FULL_TIME","occupationalCategory":"Customer Service","industry":"Technology","skills":"customer experience, payroll, benefits, AI-assisted tools, accuracy, compliance, Gusto's voice, churn risk, product knowledge, critical thinking, problem-solving, stakeholders, communication, Salesforce, Zoom, Google Suite, Google Calendar, Gmail, Chili Piper"},{"@context":"https://schema.org","@type":"JobPosting","identifier":{"@type":"PropertyValue","name":"YubHub","value":"job_403df3ce-795"},"title":"Principal Product Manager, Gusto Pro","description":"<p>About Gusto</p>\n<p>At Gusto, we&#39;re on a mission to grow the small business economy. 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You’ll prototype, automate, design, and ship , using AI as your co-builder to turn problems into durable solutions that deliver customer value with urgency and care.</li>\n</ul>\n<ul>\n<li>We’re here to serve small and medium businesses. Gusto has a strong mission-driven culture, and we care deeply about lifting up these business owners , building technology for an AI-first world that gives them the superpowers to run and grow their businesses with confidence.</li>\n</ul>\n<ul>\n<li>We’re comfortable with change. Our environment moves fast, and PMs here thrive in ambiguity , blending curiosity, experimentation, and AI-native craft to shape how products (and work itself) are built at Gusto.</li>\n</ul>\n<p>About the Team:</p>\n<p>We’re looking for a Principal Product Manager to lead Growth for Gusto Pro, our product specifically built for Accountants. Accountants play a critical role within the Gusto ecosystem. 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This is not a role where you inherit a mature platform and maintain it. You will be designing architecture, deploying agents, and engineering the workflows that make compliance faster and more reliable across the Corporate Compliance team. You will need to be comfortable operating in a regulated environment, making judgment calls about what should run autonomously versus what requires human review, and owning the outcomes end to end. Success looks like measurable improvement in automation rates, decision quality, audit readiness, and team enablement.</p>\n<p>About the Team</p>\n<p>The Corporate Compliance team is responsible for ensuring Gusto meets its regulatory obligations across payroll, payments, financial services, and state licensing. We build and maintain the compliance management system that underpins this work, including the compliance controls, obligation monitoring, exam readiness processes, and product launch reviews that keep the business running within regulatory expectations. We do this cross-functionally, partnering closely with Product, Engineering, Legal, Operations, and Risk.</p>\n<p>Here’s what you’ll do day-to-day:</p>\n<ul>\n<li>Design and implement AI-native compliance workflows using tools like Claude Code, Codex, Gumloop, and similar platforms</li>\n</ul>\n<ul>\n<li>Deploy and configure AI agents across compliance use cases, including product reviews, control testing, regulatory change monitoring, licensing workflows, policy governance, and remediation tracking</li>\n</ul>\n<ul>\n<li>Manage and oversee those agents on an ongoing basis, defining clear boundaries between autonomous execution and human review</li>\n</ul>\n<ul>\n<li>Monitor agent outputs, decisions, and workflow execution; own operational metrics like task efficacy, accuracy, and regulatory coverage. Identify and address errors, hallucinations, data drift, or unexpected behavior through root cause analysis</li>\n</ul>\n<ul>\n<li>Own the continuous improvement cycle for agent prompts and decision logic. Conduct root cause assessments, and deploy improvements through structured testing, shadow mode validation, and controlled production rollouts</li>\n</ul>\n<ul>\n<li>Prototype new agentic frameworks, orchestration layers, and retrieval systems; build evaluation frameworks for accuracy, bias, and explainability</li>\n</ul>\n<ul>\n<li>Lead analysis of AI metrics, compliance trends, and risk signals to identify systemic gaps and inform roadmap decisions for tooling and automation. Build dashboards and automated reporting that support audits, exams, and executive visibility</li>\n</ul>\n<ul>\n<li>Serve as the connective tissue between Compliance, Engineering, Product, Legal, Security GRC, and Data and translating regulatory expectations into system logic that ships, while mentoring compliance analysts on AI tool usage, workflow design, and prompt development</li>\n</ul>\n<p>Here’s what we&#39;re looking for:</p>\n<ul>\n<li>5-7 years building compliance management systems, regulatory program infrastructure, or technical solutions in a regulated environment (payments, fintech, payroll, or compliance-heavy SaaS). You have taken evolving requirements and turned them into durable processes, controls, and operating systems that scale</li>\n</ul>\n<ul>\n<li>Hands-on experience leading AI or automation projects from concept through implementation, including human-in-the-loop workflows</li>\n</ul>\n<ul>\n<li>Comfortable using AI tools (Claude, ChatGPT, Cursor, or similar) for workflow design and debugging; familiar with agent orchestration, prompt engineering, and structured testing</li>\n</ul>\n<ul>\n<li>Strong cross-functional collaboration skills with a proven history working across Product, Engineering, Compliance, and Risk</li>\n</ul>\n<ul>\n<li>Demonstrated good judgment in ambiguous, high-stakes situations. You can make a call when the regulatory picture is not perfectly clear and explain your reasoning to stakeholders who are not compliance experts</li>\n</ul>\n<ul>\n<li>Strong data-driven reasoning skills. You are comfortable owning both operational metrics and using them to drive decisions, not just reporting on what happened, but identifying what to change</li>\n</ul>\n<ul>\n<li>You do not need to be a career compliance professional, but you do need to understand how to operationalize regulatory compliance through scalable compliance management systems</li>\n</ul>\n<p>Our cash compensation amount for this role is $110,640/yr - $136,456/yr in Denver &amp; most major metro locations, and $133,615/yr - $164,792/yr for San Francisco &amp; New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.</p>\n<p>Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto&#39;s subsidiary, whose physical office is in Scottsdale. Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.</p>\n<p>Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it&#39;s the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you. Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer. Personal information collected and processed as part of your Gusto application will be subject to Gusto&#39;s Applicant Privacy Notice.</p>\n<p style=\"margin-top:24px;font-size:13px;color:#666;\">XML job scraping automation by <a href=\"https://yubhub.co\">YubHub</a></p>","url":"https://yubhub.co/jobs/job_4cd70b19-bba","directApply":true,"hiringOrganization":{"@type":"Organization","name":"Gusto","sameAs":"https://www.gusto.com/","logo":"https://logos.yubhub.co/gusto.com.png"},"x-apply-url":"https://job-boards.greenhouse.io/gusto/jobs/7714510","x-work-arrangement":"hybrid","x-experience-level":"senior","x-job-type":"full-time","x-salary-range":"$110,640/yr - $136,456/yr in Denver & most major metro locations, and $133,615/yr - $164,792/yr for San Francisco & New York","x-skills-required":["Claude Code","Codex","Gumloop","compliance management systems","regulatory program infrastructure","technical solutions","AI tools","agent orchestration","prompt engineering","structured testing"],"x-skills-preferred":[],"datePosted":"2026-04-18T15:52:06.775Z","jobLocation":{"@type":"Place","address":{"@type":"PostalAddress","addressLocality":"Denver, CO;San Francisco, CA"}},"employmentType":"FULL_TIME","occupationalCategory":"Engineering","industry":"Finance","skills":"Claude Code, Codex, Gumloop, compliance management systems, regulatory program infrastructure, technical solutions, AI tools, agent orchestration, prompt engineering, structured testing","baseSalary":{"@type":"MonetaryAmount","currency":"USD","value":{"@type":"QuantitativeValue","minValue":110640,"maxValue":164792,"unitText":"YEAR"}}}]}