Principal Product Manager, Gusto Pro Workflows

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 (1) 
• 550,000 new businesses are created each year in the US (1) 

What Product Management is like at Gusto:

• Our Product team is lean, which means you’ll have a high degree of impact and ownership. We believe in smaller, empowered teams that move quickly with less overhead. You’ll move fast by pairing sharp product judgment with fluency in AI tools — automating what slows teams down and amplifying what makes them creative and high-performing. 
• We’re boundaryless builders. Lines between roles are intentionally blurred, and our PMs do whatever it takes to deliver outcomes. You’ll prototype, automate, design, and ship — using AI as your co-builder to turn problems into durable solutions that deliver customer value with urgency and care.
• We’re here to serve small and medium businesses. Gusto has a strong mission-driven culture, and we care deeply about lifting up these business owners — building technology for an AI-first world that gives them the superpowers to run and grow their businesses with confidence.
• We’re comfortable with change. Our environment moves fast, and PMs here thrive in ambiguity — blending curiosity, experimentation, and AI-native craft to shape how products (and work itself) are built at Gusto.

About the Team: 

We’re looking for a Principal Product Manager to lead Workflows for Gusto Pro, our product specifically built for Accountants. Accountants play a critical role within the Gusto ecosystem. They are one of our largest user groups, but also act as a one-to-many growth engine by referring their small business clients to use Gusto as their payroll provider, generating a substantial portion of our total revenue.

We have ambitious plans to become the most efficient platform for accountants to deliver payroll & advisory services to their clients and help millions of small businesses as a result. If you enjoy uncovering & solving big customer problems, making complex things simple, and identifying new ways to delight and disrupt workflows with AI, we’d love to hear from you.

Here’s what you’ll do day-to-day:

• Lead product discovery to uncover/deeply understand customer problems and test risky assumptions
• Create a long-term vision and strategy that defines the big problems we can solve well with durable competitive advantage
• Build iteratively to quickly prove out hypotheses and test new concepts, always looking for ways to get stronger signal on new ideas
• Partner closely with Engineering, Design, and Data Science on all stages of the product development process
• Rapidly execute and iterate with an emphasis on user delight, impact, and learning. Regularly take risks and make calculated tradeoffs
• Balance hands-on building with strategic storytelling that creates clarity and real value for the users we serve
• Define, measure, and improve key product and business metrics, especially in foundational areas like payroll task coordination, roles & permissions, reports, and other day-to-day workflows that are core to our users’ operations 

Here’s what we're looking for: 

• 8+ years of hands-on Product Management experience and/or Product leadership experience
• Proven track record of leading R&D teams that deliver impactful results
• The intangibles: Natural curiosity, grit, customer obsession, and humility
• Expert product discovery and analytical skills
• The ability to tell a compelling story that drives alignment and inspires action
• Exceptional collaboration skills; ability to quickly build trust with teams and customers
• A passion for helping small and medium size businesses
• A strong POV and demonstrated impact through building products in the age of AI

If you don't think you meet all of the criteria above but still are interested in the job, please apply. Nobody checks every box, and we're looking for someone excited to join the team.

Our cash compensation amount for this role is $210,000/yr to $263,000/yr for New York and San Francisco. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.

Where do PMs at Gusto work?

We have offices in Denver, San Francisco, and New York and have remote team members across the US and Canada. We are actively hiring for the New York office. Our open roles will specify on the careers page and in the job description where the position is eligible for work. 

 (1) Business Applications with Planned Wages (www.census.gov)