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Staff Product Manager, AI Assistant

Calendly· Product
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Hybrid (San Francisco, CA)$237.3k - $300.1kfull-timePosted 2mo ago

About the role

Hybrid role in San Francisco focusing on building an AI-powered assistant around meeting workflow, including prep, follow-up, and next steps, with a strong emphasis on trust, quality of AI output, and rapid iteration.

Responsibilities

  • Understand the work that surrounds meetings for users: what they're trying to accomplish, where they lose time, and which problems are worth solving and how to solve them simply enough that users feel the help without the overhead.
  • Turn those problems into an assistant that helps at the right moments
  • Earn enough trust in the assistant's output that users are willing to hand it more autonomy over time, letting it act without reviewing every step.
  • Ship fast and learn in the open: get real versions in front of users, watch how they respond, and iterate quickly.

Qualifications

  • A minimum of 8-10 years of varied PM experience across both startups and scaled companies; bonus points if you've been a founder
  • Experience with assistant or agent products, or with AI-generated content where voice and tone mattered
  • Real taste for AI output quality
  • Keen product sense and UX design experience, with deep empathy for customers and a drive to build delightful, frictionless experiences
  • Experience building 0-to-1 products
  • The ability to work in our San Francisco office 2 times per week
  • Authorized to work lawfully in the United States of America, as Calendly does not engage in immigration sponsorship at this time

Skills

Required:Product managementAI/assistant product experienceUX/design empathy

Benefits

  • Equity awards for all full-time employees
  • Competitive benefits
  • Sales Incentive program for eligible Sales employees
Last updated Sep 2, 2026. Interested? Apply on the company site.

About Calendly

Free Online Appointment Scheduling Software | Calendly

Calendly is the modern scheduling platform that makes “finding time” a breeze. When connecting is easy, your teams can get more done.

scheduling automationmeeting notetakercalendar integrationsvideo conferencingenterprise software
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