or apply directly on Calendly's site. We never take the application ourselves.
Is this posting real?
- This role has been open
- 58 days Calendly's roles stay open a median of 80 days
- Reposted
- No
- Salary listed
- No 0% of Calendly's roles list one
- Ghost-job risk at Calendly
- high 10 stale, 1 reposted of 13 open
- Hiring momentum
- 21 roles opened in the last 90 days ↑ up vs. the prior 90 days
- Last confirmed on the employer's board
- 2026-10-22
Measured from postings appearing on and disappearing from Calendly's own greenhouse board since 2026-08-03. Full hiring picture for Calendly.
About this role
As a Staff Product Manager for AI Assistant at Calendly, you will focus on enhancing the user experience surrounding meetings by developing an assistant that automates pre-meeting preparation and post-meeting follow-ups. Your responsibilities include understanding user needs, building trust in the assistant's capabilities, and iterating on product features based on user feedback. This role requires a blend of product management experience, particularly with AI-driven products, and a strong sense of user experience design.
- benefits
- 2/5
- freshness
- 4/5
- career value
- 4/5
- role clarity
- 4/5
- pay transparency
- 0/5
Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of Calendly as an employer.
What you need
- A minimum of 8-10 years of varied PM experience across both startups and scaled companies
- 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
- Experience building 0-to-1 products
- The ability to work in our San Francisco office 2 times per week
Nice to have
- Bonus points if you've been a founder
What you get
- Base salary range of $237,305 — $300,121 USD
- Eligible for equity awards
- Competitive benefits
- Sales employees qualify for a Sales Incentive program
Worth weighing
- Hybrid position requires in-office work 2 times per week
- No immigration sponsorship available
- Role may require occasional travel for company events or team collaboration
- Candidates from certain states are not eligible for employment
Summarised from Calendly's posting. Read the full original.
Listed by Calendly on their greenhouse job board, last confirmed open on 2026-10-22. PitchMeAI is not the employer.
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