Head of Sales Data Science & Analytics

About Gusto 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 500,000 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 looking for an experienced Senior Data Science Leader to empower our Sales Data team, the team that powers the insights, forecasting, and measurement infrastructure behind how we acquire, expand, and retain our revenue base. We expect this leader to be both a strategic partner and execution-focused. You'll guide senior sales and marketing leaders through complex analytical questions, develop analysts into statistical and scientific thinkers, and collaborate cross-functionally with stakeholders across Sales Operations, Data Engineering, Finance, R&D, and more. As AI tooling becomes deeply embedded in Gusto's data infrastructure, the nature of analytics work is fundamentally shifting.  Tasks that once consumed a significant portion of our analyst's time, such as reporting, dashboard maintenance, and answering ad hoc questions, are increasingly handled by a maturing self-serve ecosystem. What remains are the hard problems: ones that require rigorous statistical thinking, causal reasoning, and the ability to draw defensible conclusions in messy, real-world conditions where controlled experiments aren't always possible. This role has two equally important mandates. The first is operational: Gusto's sales data foundation has significant technical debt, and this leader will need to partner closely with Data Engineering to assess the current state, architect a modern and scalable data layer, and execute a phased remediation. The second is transformational: as the foundation gets rebuilt, this leader must simultaneously evolve what the team does with it: moving from a function defined by query fulfillment and reactive reporting toward one defined by advanced forecasting capabilities, causal inference, and analytical rigor. The ideal candidate brings deep expertise in Sales data, a commitment to building strong foundations for scale, paired with a genuine command of experimentation and quasi-experimental methods, and can instill these capabilities across the team. Here's what you'll do day-to-day: Lead the Sales Analytics team -- Drive vision for and champion a team of data scientists and analysts to deliver impact across customer acquisition and product expansion sales teams.  Insights and Recommendations: Conduct deep-dive analyses to identify revenue drivers and anomalies. Translate complex data into clear, actionable insights and recommendations for senior leadership and cross-functional partners. Rebuild the data foundation -- alongside Data Engineering and Service Platform partners, drive the evolution of our foundational data systems needed to build a world class sales analytics ecosystem.   Partner with key stakeholders -- work closely with the Chief Revenue Officer, Sales Operations, Data Engineering, and the Service Platform team to align on a shared data and infrastructure roadmap. Evolve forecasting capabilities -- Evolve our sales forecasting methodology to  incorporate more rigorous analytics methods (eg propensity scoring, better seasonality controls, etc)  Enable self-service analytics with AI -- leverage Gusto's move toward AI-first development to create self-service analytics capabilities for operations  partners. Stay ahead of emerging AI tools that can drive efficiency and accuracy in revenue analytics. Drive team excellence  -- Recruit, mentor, and develop a high-performing, proactive analytics team, shifting the culture from reactive query fulfillment toward strategic analysis. As AI handles more of the routine reporting, define what excellence looks like for analysts in a world where causal thinking and statistical fluency are the new baseline. Act as connective tissue across the data org -- identify opportunities where deeper technical solutions (e.g., from Data Engineering, Analytics Engineering, Data Science, or AI/ML Engineering) could accelerate revenue-driving analytics, and proactively bring the right partners into the conversation. What we're looking for: 10+ years of experience in data science or related fields, w