Head of Product, Payroll

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.

The Numbers

Named #1 best software for small business of 2024 by G2

2,700+ employees across the United States, Canada, Mexico, and Turkey

Over $500M in annual revenue

The SMB market is large and growing, with 6.2M employers in the US and 98% having fewer than 100 employees.

550,000 new businesses are created each year in the US.

What Product Management Is Like At Gusto

High‑autonomy, entrepreneurial Product Managers building high‑impact solutions for small businesses.

The Product team is lean, offering a high degree of impact and ownership.

We serve small and medium businesses in a strong mission‑driven culture.

About The Role Gusto is searching for an exceptional product leader to oversee our Payroll product on a global scale. Payroll is Gusto’s core product, used by over 400,000 small‑business customers, and contributes significantly to our recurring revenue. As a key member of the product leadership team, you will assume end‑to‑end responsibility for strategy, roadmap, and business performance; directly lead a product team and indirectly oversee various cross‑functional departments to deliver the ultimate Payroll experience.

About The Team The Payroll team ensures employees are paid accurately, on time, and in compliance with complex regulations. We design user‑friendly team‑management products that integrate seamlessly with Gusto’s broader Small Business Platform, combining digital solutions with human support where needed. We serve customers at every stage, from new employers hiring their first team members to growing businesses with expanding needs.

Here’s What You’ll Do Day‑to‑Day

Take ownership of the Payroll product and business area from end to end.

Define and drive the long‑term vision and strategy for Gusto Payroll, charting the future of how small businesses pay and empower their teams.

Collaborate with a strong cross‑functional team of Engineers, Product Managers, Designers, and Data Scientists to bring strategy to life for customers.

Directly coach and lead a talented team of senior product managers.

Here’s What We’re Looking For

15+ years of hands‑on product management experience across all roles/levels, with at least 5+ years leading and managing PMs (ideally teams of 5 or more).

A people‑first leader who builds, mentors, and empowers senior PMs, fosters an inclusive product culture, and inspires teams to deliver with clarity, ownership, and accountability.

Background in SMB‑focused software, with experience working in complex areas and regulated categories strongly preferred.

A strong track record of building and scaling large, mission‑critical products, with the ability to break down multi‑year initiatives into pragmatic, high‑impact launches.

Skilled at collaborating across Engineering, Design, Data, Ops, Compliance, Finance, and GTM teams to drive adoption, revenue outcomes, and customer success.

Compensation & Benefits All full‑time employees receive competitive base pay, benefits, and equity (RSUs). For this role, compensation ranges from $206,000–$248,000 in Denver and major metro locations, and $243,000–$292,000 in San Francisco, Seattle, and New York. Offers are determined by candidate location, experience, and expertise.

Office Expectations Employees based in Denver, San Francisco, or New York City will be expected to work from the office on designated days—approximately 2–3 days per week, or more depending on role. For hybrid employees, a secure, reliable, and consistent internet connection is required on non‑office days.

EEO Statement Gusto is a proud equal‑opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or any other legally protected characteristic. Gusto considers qualified applicants with criminal histories consistent with applicable federal, state, and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans throughout the job application process. For medical or religious accommodations at any point during your candidate journey, please contact us for assistance.

Privacy Notice Gusto takes the security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer and the Applicant Privacy Notice for more information about how we handle personal data.

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