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.

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.

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.

In this role, you'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!

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.

Here’s what you’ll do day-to-day:

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.

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.

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.

Provide business insights and recommendations based on quantitative and qualitative data to influence strategy and operational design in both product and service roadmaps.

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.

Hypothesis-driven problem solving to drive our business.

Contribute to advancing the Product Operations craft at Gusto and build AI fluency within the team:

Model how to use AI tools to accelerate service design, insight synthesis, and agent-driven operational workflows.

Identify and build AI-assisted operational workflows, including agents, to accelerate VoC synthesis, launch readiness monitoring, and cross-functional signal aggregation.

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.

Here’s what we're looking for:

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):

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.

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.

Demonstrated self-starter and organized problem-solver. Self-sufficient, resourceful, and bias for action towards continuous improvement.

Experienced with managing a variety of cross-functional stakeholders on complex strategic initiatives, including influencing senior leaders in Product or Customer Experience orgs.

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.

Excellent written and verbal communication skills, with the ability to effectively communicate complex subjects to both technical and non-technical audiences.

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:

Experience prototyping with AI (e.g., Claude, Cursor, Codex or similar) is a plus.

Experience with service design and/or service blueprinting.

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.

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 & New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.

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'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.

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'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.

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As the Director, you will set and drive the inorganic growth strategy, leading a team responsible for sourcing, evaluating, and executing strategic transactions. You will operate at a strategic level, guiding priorities, aligning cross-functional stakeholders, and ensuring the corporate development function scales with the company's long-term ambitions.

Responsibilities:

• Oversee the full lifecycle of M&A and strategic transactions, providing direction and guidance across sourcing, evaluation, diligence, negotiation, and integration
• Lead, develop, and manage a team of corporate development professionals
• Guide the development of financial models, valuation analyses, and strategic frameworks to inform decision-making
• Partner with executive leadership and cross-functional teams (Product, Marketing, Finance, Legal, People) to define priorities and align on complex, high-impact initiatives
• Establish and scale processes, frameworks, and operating rhythms to strengthen the corporate development function
• Ensure effective prioritization and resource allocation across a portfolio of opportunities and initiatives
• Synthesize inputs from multiple stakeholders to drive alignment and enable high-quality, timely decision-making
• Represent Corporate Development in executive forums, presenting recommendations and influencing key business decisions

Requirements:

• 12+ years of experience across investment banking, private equity, corporate development, or related fields
• Significant in-house corporate development experience with a strong track record of leading buyside transactions
• 5+ years of people management experience, and proven track record of developing high-performing teams
• Deep understanding of technology and SaaS business models, including key metrics (ARR, bookings, ARPU, LTV/CAC)
• Proven ability to operate at both strategic and organizational levels, setting direction in complex, ambiguous environments
• Strong leadership presence with the ability to influence and advise senior executives, external partners, and stakeholders
• Experience building and scaling processes, teams, and functional capabilities
• Exceptional analytical and financial acumen, with the ability to guide complex modeling and valuation work
• Excellent communication skills, with experience presenting to and influencing executive audiences
• Ability to translate long-term strategy into clear, actionable plans and measurable outcomes
• Strong cross-functional leadership and collaboration skills, with a track record of driving alignment across diverse teams
• High attention to detail, sound judgment, and a proactive, solutions-oriented mindset
• Passion for technology, markets, and identifying new growth opportunities

Benefits & Perks:

• A choice between medical plans with an option for 100% covered premiums
• Fertility and adoption benefits
• Access to supplemental insurance plans for additional coverage
• Headspace mindfulness app subscription
• Global Employee Assistance Program
• Retirement benefits with employer match
• Flexible paid time off
• 12 weeks paid parental leave and family care leave
• Pretax commuter benefit
• Education reimbursement
• Employee donation match to community organizations
• 7 Global Employee Resource Groups (ERGs)
• Dog-friendly workplace
• Free lunch and snacks
• Private rooftop
• Hack week twice per year

Cash Compensation Range: $203,500 - $327,750 USD

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This foundational leadership role will build and lead the Enterprise Marketing Strategy & Analytics function, serving as the operating system for a rapidly scaling marketing organisation. The primary mandate is to define and measure success across all marketing programmes,from demand generation (field events, ABM, EBCs, partner co-marketing) to pipeline contribution,creating a clear line from investment to pipeline to revenue.

Responsibilities

• Define and own the Enterprise Marketing measurement framework, targets, and reporting, covering the full funnel from top-of-funnel demand through pipeline influence and closed-won attribution.
• Build and maintain core analytics infrastructure (data models, attribution logic, dashboards) in partnership with Revenue Operations and Data Science, ensuring marketing and sales alignment on key metrics.
• Serve as one of the primary operating partner to Finance, HR, and Recruiting, leading budget tracking, headcount planning, and vendor management.
• Partner with marketing leadership and the central Marketing Ops & Strategy team on annual and quarterly planning, resource allocation, and performance reviews.
• Establish the operating cadence for Enterprise Marketing (QBRs, pipeline reviews, program retros), coordinating with the central Marketing Ops & Strategy team on organisation-wide rhythms, and drive the preparation needed to make these forums decision-useful.
• Lead the identification of high-leverage workflows to automate, partnering with the central GTM AI team on implementation and measuring productivity gains.
• Build and manage the Marketing Operations, Demand Analytics, and MarTech team, setting a high bar for analytical rigor and business partnership.
• Drive cross-functional alignment on shared definitions, tooling, and a single source of truth for marketing performance across the broader Marketing organisation and with Revenue Operations.
• Conduct strategic analyses to inform key organisational decisions, such as resource deployment, coverage ratios, and campaign capacity planning.

Requirements

• 10+ years in marketing operations, analytics, revenue operations, or strategy roles, including at least 3 years leading a team.
• Experience building or significantly scaling a marketing ops/analytics function at a high-growth B2B technology company undergoing significant organisational expansion.
• Deep fluency in the enterprise demand funnel, including lead scoring, MQL/SQL definitions, pipeline attribution, and campaign influence models.
• Hands-on expertise with the modern GTM data stack (CRM, Marketing Automation, BI tools).
• Proven track record of strategic partnership with Finance and Revenue Operations, including experience building budget models and sitting in planning cycles.
• Expertise in running the core operational rhythm of a marketing organisation: QBRs, headcount tracking, budget pacing, and vendor renewals.
• Strong written and verbal communication, capable of translating complex datasets into clear business narratives.
• Genuine curiosity about AI and a willingness to be an early, hands-on adopter of automation tools in your team’s workflows.

Logistics

Minimum education: Bachelor’s degree or an equivalent combination of education, training, and/or experience Required field of study: A field relevant to the role as demonstrated through coursework, training, or professional experience Minimum years of experience: Years of experience required will correlate with the internal job level requirements for the position Location-based hybrid policy: Currently, we expect all staff to be in one of our offices at least 25% of the time. Visa sponsorship: We do sponsor visas!

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Your primary goal will be to create demand by telling the right story, at the right time, across all the right channels. You'll work closely with our marketing ops and revenue ops teams to deliver campaign reporting, track pipeline contribution, and measure success against key metrics.

To succeed in this role, you'll need 4-6 years of experience in growth marketing, demand generation, or performance marketing at a B2B SaaS or technology company. You'll also need strong analytical skills, experience using marketing analytics platforms and CRM systems, and a solid understanding of B2B buyer journeys, lead scoring, and how to create smooth handoffs between marketing and sales.

In addition to your technical skills, you'll need to be a self-starter who can manage multiple campaigns, work with cross-functional teams, and deliver results in a fast-paced environment. You'll also need to be a clear communicator who can present campaign performance and pipeline impact to sales leaders and executives.

As a bonus, you'll get to work with a talented team of people who genuinely care about the work, each other, and our customers. We offer a comprehensive benefits package, including health insurance, dental and vision coverage, unlimited PTO, and a commuter stipend. And, of course, you'll get to enjoy the perks of working in a hybrid culture that brings teams together in person on Monday, Tuesday, Thursday, and Friday.

If you're ready to help shape the future of compensation alongside people who are smart, humble, and genuinely motivated by the problem we're solving, we'd love to meet you.

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