Principal Product Manager, Customer Onboarding

About Gusto At Gusto, we are 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. By The Numbers Named #1 best software for small business of 2024 by G2 2,700+ employees in the United States, Canada, Mexico, and Turkiye and growing Over $500M in annual revenue The SMB market is large (and growing) with huge opportunities for Gusto to make an incredible impact for SMBs There are 6.2M employers in the US, 98% have fewer than 100 employees 550,000 new businesses are created each year in the US What Product Management Is Like At Gusto Our Product team is lean, giving you high ownership and impact. We believe in empowered teams that move quickly with less overhead. You’ll pair sharp product judgment with AI fluency to automate slow processes and amplify creativity. We’re boundaryless builders. Lines between roles are blurred, and our PMs do whatever it takes to deliver outcomes. You’ll prototype, automate, design, and ship—using AI as a co‑builder to turn problems into durable solutions that deliver customer value with urgency and care. We serve small and medium businesses. Gusto has a strong mission‑driven culture and works to lift up business owners by building technology that gives them the superpowers to run and grow their businesses with confidence. We thrive in change. Our environment moves fast, and PMs excel in ambiguity—blending curiosity, experimentation, and AI‑native craft to shape how products and work are built at Gusto. About the Team The Growth & Commerce team is responsible for the shared surfaces and platforms that power Gusto’s growth and revenue‑generating experiences. This includes acquisition flows, cross‑sell and pricing experiences, and the infrastructure that powers pricing, invoicing and revenue communications. The team has central, shared responsibility for driving traffic to Gusto’s wide range of small business products. Responsibilities Own Gusto onboarding customer experiences that drive conversion, especially those that help customers navigate the complexities of payroll and expansion onboarding. Increase conversion of Gusto onboarding experience through designs that simplify and clarify the overall and component‑specific onboarding process. Collaborate closely with the Gusto core experiences team, other growth teams, and the various product teams associated with onboarding—especially payroll, employee onboarding, and state and federal tax registration. Qualifications 8+ years of Product Management experience with a proven track record of shipping successful products. Hands‑on experience building and launching AI‑powered customer experiences. Vision for how AI can transform digital experience design and user interaction paradigms. Deep understanding of small business challenges, with the ability to identify, frame, and articulate SMB pain points effectively. Demonstrated ability to craft compelling, action‑oriented messaging that resonates with small business audiences. Proven ability to work effectively across cross‑functional teams including engineering, design, marketing, and sales. Strong design partnership skills to collaborate with designers and push creative boundaries. Excellent analytical and problem‑solving capabilities with a data‑informed approach to decision‑making. Compensation & Benefits Our cash compensation amount for this role is $179,000/yr to $224,000/yr in Denver and most major metro locations, and $210,000/yr to $263,000/yr for San Francisco, Seattle & New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise. 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. EEO Statement Gusto is proud to be an 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 other applicable 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 in our job application procedures. #J-18808-Ljbffr Gusto