Principal Product Manager, Gusto Pro Workflows

Gusto; New York (NY); Hybrid; USD 210,000 - 263,000; Full time

Job summary

Gusto is hiring a Principal Product Manager to lead Workflows for Gusto Pro, focused on accountants. You will own discovery, strategy, and execution, partnering with engineering, design, and data science to deliver AI-enabled workflow solutions that scale for SMBs.

You’ll work across offices in NY, SF, and Denver, with a hybrid model and strong emphasis on customer value and operational impact.

Qualifications

• 8+ years of hands-on Product Management experience.
• Proven track record leading R&D teams delivering results.
• Natural curiosity, grit, customer obsession, and humility.
• Expert product discovery and analytical skills.
• Ability to tell a compelling story that drives alignment.

Responsibilities

• Lead product discovery to uncover customer problems and test risky assumptions.
• Create a long-term vision and strategy with durable competitive advantage.
• Build iteratively to prove hypotheses and test new concepts.
• Partner with Engineering, Design, and Data Science throughout development.
• Rapidly execute with emphasis on user delight, impact, and learning.
• Balance hands-on building with strategic storytelling for clarity.
• Define, measure, and improve key product and business metrics.

Skills

PM experience

R&D leadership

Product discovery

Storytelling

Collaboration

AI in product

SMB focus

Job description

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.

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.

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.

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.

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

Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.

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. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

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Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.