Expansion Account Manager Leader

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  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.

As the Leader of Account Management, you'll manage a team of 12+ Account Managers who own the full customer lifecycle post-sale, from value based selling through to activation and adoption. The measure of success in this role is Net Dollar Retention: durable expansion revenue, value realization and retention. This is a people‑leadership role first — you'll coach your team toward AI‑native ways of working, not just AI‑aware, and hold a genuinely high performance bar for a team built to own outcomes end to end.

The Account Management team helps small businesses get real value out of Gusto's products. Each team understands their entire book of business and anticipates their needs, identifies growth opportunities as they occur, builds and develops pipeline and positions the right solution for each customer. From there they drive activation and adoption leading to customer value realization and retention. You'll join a peer group of experienced leaders and should expect your team's size and scope to grow over time as we continue investing in this team.

• Lead and develop a high‑performing Account Management team, holding a high bar for both value based selling, revenue results and coaching quality.
• Run a weekly cadence of forecast calls, pipeline review, and activity coaching (dials, connects, and other lead indicators) that ties directly to revenue outcomes.
• Drive goal setting, sales strategy, and hands‑on coaching to exceed expansion and retention targets.
• Set and drive team‑level AI adoption goals; model AI‑fluent workflows for your team.

• Build and manage a proactive outbound motion that drives expansion revenue across your team's book.
• Ensure your team stays engaged post‑sale, driving product activation, adoption, and utilization to convert expansion into durable retention.
• Optimize sales processes and KPIs across the full funnel, from expansion to retention.

• Leverage customer and usage data to refine segmentation, targeting, and account strategy.
• Know your numbers: report pipeline, forecast, and performance data up to the business clearly and regularly.
• Implement tools and workflows, including AI, to boost team productivity and efficiency, with quality.

• 5+ years leading high‑performing SaaS/tech Account Management or Sales teams, with a track record of driving expansion revenue, retention, and quota attainment.
• Proven ability to own the full customer lifecycle — from outbound prospecting and value based - consultative selling through post‑sale activation and adoption strategies that drive measurable retention.
• Expertise in value based selling, sales coaching, pipeline management and forecasting.
• Comfortable…