Gusto · 1 week ago
Senior Product Manager, Benefits & PEO (Multiple Roles)
Gusto is on a mission to grow the small business economy, providing essential services like payroll and health insurance to small business owners. They are seeking a Senior Product Manager to lead the development of their Benefits and PEO offerings, focusing on customer experience and product strategy.
Bookkeeping and PayrollEmployee BenefitsEnterprise SoftwareFinancial ServicesFinTechHuman ResourcesSaaSSoftware
Responsibilities
Ownership: Lead long-term strategy. This includes driving research, defining customer and market positioning, shaping product direction, and identifying the investments and internal capabilities required for success. You’ll translate this strategy into actionable guidance that informs company-wide planning and execution
North Star: Focus the organization on what matters most. Identify the highest-leverage investments and decisions across functions that will unlock long-term success, reduce ambiguity, and ensure that Gusto is building toward a cohesive and differentiated Benefits & PEO offering
Collaborate: Partner across Product, Engineering, Compliance, Legal, CX, Marketing, Sales, and Operations to uncover insights, validate assumptions, and build alignment. You’ll help create shared understanding and ensure cross-functional teams are set up to deliver
Accelerate Execution: Step into the highest-priority gaps that stand in the way of success. Whether it’s clarifying requirements, kicking off strategic initiatives, or embedding with a team to drive execution, you’ll help move the work forward by creating clarity, building momentum, and enabling others to succeed
Qualification
Required
5+ years of product management experience, ideally with additional professional experience in roles that involved leading large, complex, and cross-functional initiatives
PEO Growth: Minimum of at least 1 year in a PEO
Workers' Compensation: Minimum of at least 1 year in a PEO or tech forward commercial P&C Insurance company
Benefits AI: Benefits experience is a plus, but not a requirement
Strong strategic thinking and the ability to connect work across customer needs, product design, internal operations, pricing, and go-to-market
Excellent communication and storytelling skills, with a talent for making complexity understandable and actionable
A bias towards action, comfort operating without a clear playbook, and a desire to drive meaningful progress on long-term company priorities
Benefits
Health insurance
401(k)s
Company
Gusto
Gusto is an HR and payroll platform that simplifies complex tasks, empowering businesses to focus on what matters most.
H1B Sponsorship
Gusto has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (49)
2024 (54)
2023 (19)
2022 (37)
2021 (24)
Funding
Current Stage
Late StageTotal Funding
$746.1MKey Investors
Friends & Family CapitalT. Rowe PriceAkkadian Ventures
2023-01-28Series Unknown
2022-05-12Series E· $55M
2021-08-10Series E· $175M
Leadership Team
Recent News
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2026-01-18
Small Business Trends
2026-01-12
General Catalyst
2025-12-30
Company data provided by crunchbase