Principal Product Manager, AI Assistant in Denver

About the company: At the company, 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.

AI is a fundamental part of how work gets done at the company. 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.

What Product Management is like at the company: 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. The company 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 the company.

About the CoreX AI team: CoreX AI builds and powers AI experiences that make the company the best teammate for small businesses. Our largest AI bets embed directly in small business workflows whether that’s answering a quick question or handling the task itself. Our customers trust us with their payroll, their employees' benefits, and their money decisions where mistakes have real, immediate consequences. We give small businesses trusted and powerful AI tools that supercharge how they work.

About the Role: You’ll define how the company’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 the company today the workflows they run, where they get stuck, and the work they'd hand off if they could.
• Lead the product vision for the company’s conversational assistant that gives small businesses superpowers, and turn it into a coherent strategy.
• 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.
• Define how we show up in our customers’ ecosystem and the surfaces where work naturally happens.
• Partner with engineering and data teams on technical trade-offs.
• Partner with design and UXR to understand how customers actually feel about AI acting on their behalf.
• Move fast. Speed is our top priority, and you’ll set a pace that reflects it.

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 the company leadership and product leaders across the company.
• 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.
• You’re hands-on and you’d rather build than delegate.
• 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.
• You’re comfortable with a fluid, expanding charter.

Our cash compensation amount for this role is $179,000/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.

The company 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).