About the Role:You'll define how Gusto's conversational assistant works, behaves, and earns customer trust and how small businesses use it to get real work done across payroll, benefits, HR, and beyond.
- Develop a deep understanding of how small businesses actually work inside Gusto today the workflows they run, where they get stuck, and the work they'd hand off if they could
- Lead the product vision for Gusto's conversational assistant that gives small businesses superpowers, and turn it into a coherent strategy a sharp perspective on where the assistant earns real value, and what we build first
- Expand what the assistant can actually do. You'll partner with domain teams to grow tool and domain coverage across payroll, time, benefits, and compliance, and hold the bar on quality as coverage grows measured in real actions customers complete, not conversations they have
- Define how we show up in our customers' ecosystem and the surfaces where work naturally happens third-party connectors, messaging channels, and AI clients and decide what earns priority against the depth we have in the app
- Partner with engineering and data teams on technical trade-offs: how we expose Gusto's capabilities to agents through our API and MCP layer, how the assistant embeds into our first-party surfaces, and where we take on debt to move faster
- Partner with design and UXR to understand how customers actually feel about AI acting on their behalf, and use that to shape how we build
- Move fast. Speed is our top priority, and you'll set a pace that reflects it shipping narrow slices that get customers value early rather than waiting on the complete build
Here's what we're looking for:- 10+ years building as a product manager, with experience owning meaningful scope and driving broad product or platform-level decisions
- You're comfortable in a high-visibility role engaging directly with Gusto leadership and product leaders across the company, and driving decisions that stick
- You believe in what AI can do for small businesses, and you're excited to build it.
- You understand what it takes to build trusted AI products: writing evals, holding a real point of view on AI quality, and assuming the responsibility of a product customers rely on day-to-day
- You're hands-on and you'd rather build than delegate - and you thrive in a culture that expects it
- You're comfortable spanning both platform thinking and UX/experience judgment within the same role
- You develop sharp perspectives on the systems AI products need - RAG, ontology, and a scalable API strategy for agent-accessible systems
- You're comfortable with a fluid, expanding charter. This isn't a role with a static roadmap, given how fast AI development and the competitive landscape are moving.
Our cash compensation amount for this role is $179,000,000/yr to $220,000/yr in Denver & most major metro locations, and $210,000/yr to $260,000/yr for San Francisco, Seattle & New York. Final offer amounts are determined by multiple factors, including candidate location, experience, and expertise, and may vary from the amounts listed above.
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.
