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Principal Product Manager, AI Platform San Francisco, CA; New York, NY

  2025-09-13     Gusto     all cities,CA  
Description:

Overview

Gusto is a modern, online people platform that helps small businesses take care of their teams. On top of full-service payroll, Gusto offers health insurance, 401(k)s, expert HR, and team management tools. Today, Gusto offices in Denver, San Francisco, and New York serve more than 400,000 businesses nationwide.

Our mission is to create a world where work empowers a better life, and it starts right here at Gusto. That's why we're committed to building a collaborative and inclusive workplace, both physically and virtually. Learn more about our Total Rewards philosophy.

What Product Management is like at Gusto: we're looking for high-autonomy, entrepreneurial Product Managers to build high-impact solutions for small businesses and their employees. We believe in high-ownership Product Managers who operate like business owners, owning an entire roadmap end to end and shipping product from strategy through to execution.

About the Team: The AI Platform's mission is to build AI Agents that make small business owners 10x more powerful. This team operates as a startup-within-a-startup, led by Gusto's co-founder/Head of Technology. Gusto is looking for a Product Manager to lead research and development for Gusto's AI chat assistant.

Responsibilities

  • Ownership: Lead the product roadmap and execution for the architecture for Gusto's agentic, conversational assistant – Gus. This includes R&D on GenAI developments and applying them to enable feature teams to teach Gus new skills.
  • North Star: Make customers and users more efficient via Gus. Expand Gus's functionality by enabling feature teams to apply the latest GenAI technologies.
  • Collaborate: Lead your pod of engineering, applied AI, and design to execute the vision for Gus. Collaborate with leadership stakeholders and subject matter experts to expand Gus functionality.

Qualifications

  • 8+ years of product and related experience. Entrepreneurship experience and bringing conversational assistants to market is a plus.
  • Passion for AI and its transformational potential, with pragmatism in applying it for customer and business benefit.
  • Experience in defining and tracking KPIs for AI products and using evals to drive product improvements.
  • Bias to action. Ships to learn, yet can strategically sequence learnings.
  • Excellent communication and collaboration skills, with the ability to articulate complex technical concepts to technical and non-technical audiences.
  • Comfortable making decisions and executing in rapidly-changing environments with unknowns.
  • Ability to think strategically about how AI integrates into products for a cohesive user experience.

Note: If you don't meet all criteria, you may still be a good fit; we're looking for someone excited to join the team.

Compensation for this role ranges from $210,000 to $263,000 per year for eligible locations. Final offers depend on location, experience, and other factors.

Work Location & Environment

Gusto has offices in Denver, San Francisco, and New York City, with remote team members across the US and Canada. We are actively hiring for the San Francisco and New York hubs. Office expectations vary by role and location; where applicable, employees are expected to work from the office on designated days (2–3 days per week).

When approved to work from a location other than a Gusto office, a secure, reliable internet connection is required.

Equal Opportunity

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, marital status, ancestry, disability, veteran status, gender identity or expression, sexual orientation, or other legally protected characteristics. We are committed to providing reasonable accommodations for qualified individuals and encourage applicants to request accommodations if needed.

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