At Gusto, we'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.

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.

About the Role:

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'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.

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 "doing the work" and "leading the work" , contributing directly to complex, high-impact programs while ensuring your team delivers with excellence.

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.

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.

Here’s what you’ll do day-to-day:

You manage initiatives that are complex in both scope and impact, influencing the strategic direction of Gusto's compliance risk management framework.

You apply a deep understanding of the regulatory landscape and how it intersects with Gusto's business model to proactively design and lead cross-functional risk programs.

You translate complex risk topics into clear, actionable guidance that senior leaders can immediately understand and operationalize.

You lead cross-functional working groups, align divergent perspectives, and drive cohesive progress toward shared goals , with minimal oversight.

As a PE, you balance individual risk and compliance contribution with team leadership.

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.

You model responsible AI use, and act as a source of knowledge and mentorship , supporting your team's AI journey and helping others apply it responsibly and effectively.

AI-Enabled Risk Operations, Innovation & Transformation

This is how you and your team operate , not a side project.

• 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

• 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

• 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

• 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

• 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

• 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

• 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

• Stay current on AI advancements and emerging technologies and proactively integrate new capabilities into team operations to increase velocity and scale

• Model responsible AI use , supporting ICs in their AI journeys and fostering a culture of intentional experimentation, accountability, and continuous improvement

Enterprise Risk Management

• Design, implement, and continuously improve Gusto's ERM framework, ensuring alignment with best practices and Gusto's stage of growth and strategic priorities across all entities

• Define and maintain Gusto's enterprise risk taxonomy, risk appetite statement, and key risk indicators spanning operational, regulatory, technology, financial, and reputational risk domains

• Lead Gusto's Enterprise Risk Management process , driving integration of risk practices across business functions, promoting a proactive risk culture, and ensuring incident management, root cause analysis, and lessons learned are systematically captured in an automated, AI forward way.

• Apply AI-assisted insights to enterprise risk datasets to surface systemic patterns, validate assumptions, prioritize risks, and deliver proactive, data-driven advisory to senior leadership

• Monitor the regulatory landscape (OCC, FDIC, CFPB, SEC, FINRA, GDPR, NIST, ISO, SOC) and leverage AI to proactively incorporate changes before they become compliance gaps

• Act as a key advisor to senior compliance leadership , translating complex risk findings into clear, actionable recommendations with minimal oversight

Third Party Risk Management (TPRM)

• Design, implement, and independently manage a high-impact, AI-first TPRM program with clear milestones, progress tracking, and measurable outcomes across all Gusto entities

• Manage the full third-party risk lifecycle , onboarding and risk profiling, periodic assessments, issue management, corrective action tracking, and offboarding , across suppliers, product partners, contractors, service providers, and cloud service providers , and do so in an AI and automated way.

• Maintain a centralized, authoritative vendor risk inventory and risk register, ensuring real-time visibility into Gusto's third-party risk posture

• Conduct periodic AI-driven audits and reviews of third-party compliance with contractual obligations and regulatory standards, identifying patterns that inform continuous program improvement

• Serve as the central orchestrator across Compliance, Security, Legal, Procurement, IT, and GRC for proactive and reactive third-party incident management

• Own Gusto's TPRM policy and maintain comprehensive documentation , risk assessments, audit findings, corrective actions , ensuring full accountability and traceability

People Leadership & Team Development

• Balance individual compliance contribution with team leadership , managing operations, professional development, resource allocation, and performance while staying close to the work

• Coach and develop ICs toward next

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By joining a team dedicated to building the future of Finance at Reddit, you will gain a deep understanding of our business drivers while making a tangible impact on how a mission-driven organisation operates.

Key responsibilities include:

• Budgeting, forecasting, reporting, variance analysis, and ad-hoc analysis for various areas in the company
• Developing flexible financial models and workforce forecasts to analyse headcount growth, incremental hiring needs, and talent acquisition capacity against peer benchmarks and long-term business goals
• Providing management with clear insights into drivers of business growth, risks, and opportunities
• Playing a key role in providing valuable insights that can translate into business recommendations

As a key partner to the business, you will develop strategies, build insightful forecasting and reporting, and drive impactful insights for key leaders. This includes strategic partnership, financial presentations, measuring key metrics for operational performance, and other projects as requested for optimal decision making within an extremely high growth and fast-paced environment.

You will also develop and streamline FP&A processes, focused on adding value and allowing us to scale partnership with the business, including planning and forecasting processes, standardising and automating reporting, improving how we leverage internal systems, and building operational and forecast models.

Work cross-functionally day-to-day with Finance, Accounting, and Human Resources teams in budget management/tracking and evaluating progress against key initiatives, with a keen eye towards process improvement.

Partner with cross-functional team members to drive strategic resource allocation.

Regularly work in a highly visible, cross-functional role with the business and executive leadership.

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This position is needed to partner in driving a scalable, holistic web analytics implementation strategy while maintaining data integrity of existing setup, ultimately ensuring Twilio.com web tracking capabilities continue to grow, are utilized by the company, and are accurate + reliable. The ideal candidate collaborates with several cross-functional teams at Twilio such as UX, CRO, Web Strategy, Web Dev, Demand Gen, SEO, Content+ more to deliver scalable and easy-to-use web analytics solutions and insights.

As a subject matter expert in this space, you will grow your presence company-wide and eventually own relationships cross-functionally.

We are looking for someone with proven experience in GA4 implementation, business/marketing analytics reporting, analysis and stakeholder communications.

Responsibilities:

Work closely with the Web team to deliver desired web analytics tracking for business stakeholders Own and maintain a holistic GA/web analytics strategy, implementation, troubleshooting, documentation + enablement Brainstorm with technical and non-technical stakeholders on creative ways to meet data requirements, while balancing site performance, holistic tagging strategies, and expanded data capabilities Drive continual web analytics capability improvements, and maintain high standards for data integrity Own and share recurring monthly and adhoc analysis, deep dives, storytelling to uncover the 'so what' - providing actionable insights and recommendations across site, page, channel and A/B testing performance Strategize and build scalable solutions that support company-wide enablement and the utilization of web analytics for data-driven decision-making Partner with our CDP SMEs to orchestrate a unified data strategy, maximizing the integration between our CDP and Google Analytics to drive a 360-degree view of the customer journey

Qualifications:

• 5 years of experience in web analytics
• Expertise in Google Analytics 4, both implementation and analysis.
• Strong knowledge of JavaScript, HTML, and browser dev tools.
• Hands-on experience with Google Tag Manager (GTM)
• Familiarity with A/B and multivariate testing frameworks, as well as web personalization
• Strong communication skills with the ability to communicate effectively with both technical and non-technical audiences
• Detail-oriented with a passion for clean, trustworthy data.
• Strong analytical skills with a track record of independently exploring data, delivering insights, storytelling, and actionable recommendations.
• Excellent collaborator across cross functional teams; skilled in managing stakeholder projects
• Highly reliable and accountable.
• A self-starter.
• Interest or experience in applying AI-driven solutions to analytics workflows.

Desired:

• Familiarity with Big Query, Adobe AEM, Adobe Target
• Interest or exposure to fraud monitoring tools and processes.
• Experience with Looker Studio, Tableau, or other BI tools.
• Working knowledge of Customer Data Platforms (CDPs) and analytics data integrations.
• A deeper understanding of:

First party and third party cookies Cross domain tracking (including the limitations of web protocols and UTM strategies) Tagging and tracking strategies (e.g., when to use Segment → GA4 vs. GTM → GA4 for optimal efficiency) Ad pixel setup and utms deployment strategies

Travel:

We prioritize connection and opportunities to build relationships with our customers and each other. For this role, approximately 15% travel is anticipated to help you connect in-person in a meaningful way.

What We Offer:

Working at Twilio offers many benefits, including competitive pay, generous time off, ample parental and wellness leave, healthcare, a retirement savings program, and much more. Offerings vary by location.

Compensation:

*Please note this role is open to candidates outside of California, Colorado, Hawaii, Illinois, Maryland, Massachusetts, Minnesota, New Jersey, New York, Vermont, Washington D.C., and Washington State. The information below is provided for candidates hired in those locations only. The estimated pay ranges for this role are as follows:

Based in Colorado, Hawaii, Illinois, Maryland, Massachusetts, Minnesota, Vermont or Washington D.C. : $106,320 - $132,900. Based in New York, New Jersey, Washington State, or California (outside of the San Francisco Bay area): $112,560 - $140,700. Based in the San Francisco Bay area, California: $125,040 - $156,300.

This role may be eligible to participate in Twilio’s equity plan and corporate bonus plan. All roles are generally eligible for the following benefits: health care insurance, 401(k) retirement account, paid sick time, paid personal time off, paid parental leave. The successful candidate’s starting salary will be determined based on permissible, non-discriminatory factors such as skills, experience, and geographic location.

Application deadline information:

Applications for this role are intended to be accepted until April 30, 2026, but may change based on business needs.

Twilio thinks big. Do you? We like to solve problems, take initiative, pitch in when needed, and are always up for trying new things. That's why we seek out colleagues who embody our values , something we call Twilio Magic. Additionally, we empower employees to build positive change in their communities by supporting their volunteering and donation efforts. So, if you're ready to unleash your full potential, do your best work, and be the best version of yourself, apply now! If this role isn't what you're looking for, please consider other open positions.

Twilio is proud to be an equal opportunity employer. We do not discriminate based upon race, religion, color, national origin, sex (including pregnancy, childbirth, reproductive health decisions, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, genetic information, political views or activity, or other applicable legally protected characteristics. We also consider qualified applicants with criminal histories, consistent with applicable federal, state and local law. Qualified applicants with arrest or conviction records will be considered for employment in accordance with the Los Angeles County Fair Chance Ordinance for Employers and the California Fair Chance Act. Additionally, Twilio participates in the E-Verify program in certain locations, as required by law.

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