Backed by General Catalyst, Kleiner Perkins and Y Combinator.
About the role
We are searching for a seasoned financial services operator and regulated-domain leader to own one of Gusto's most consequential customer-facing functions: Risk & Money Services. This role sits within CX and Gusto's Financial Services organization and reports directly to the Head of Financial Services.
What they're looking for
- 7+ years as a departmental leader running large, multi-disciplinary financial services operations teams — with experience managing through senior direct reports across distinct operational functions
- Track record of leading through high-stakes, real-time financial decisions where individual calls carry material financial cost to customers or to the business
- Experience building reliable, scalable, AI-native operations in regulated domains — with the judgment to know where automation accelerates and where regulatory accountability stays non-negotiable
- Track record of delivering on the diverse needs of multiple senior partners across overlapping financial product lines
- Demonstrated ability to lead through significant organizational change — bringing teams along with clarity, candor, and consistency during periods of high operational flux
- Empathetic and employee-focused: you care deeply about the people on your team, you help them achieve their personal and professional goals, and you enable them to do the best work of their lives
More about this role
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.
At Gusto, we help more than 500,000 small businesses create great places to work for their people. We do this through modern payroll, employee benefits, expert HR, and financial services.
We are searching for a seasoned financial services operator and regulated-domain leader to own one of...
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