Staff Product Manager, AI Assistant

Calendly
San Francisco
Workplace: HybridFull timeFunction: Product ManagementExperience: 8+ yearsSkills: ["User empathy","Experimentation","Judgment","Balancing priorities","Fast learning"]

Own engagement for an AI assistant experience that helps users return daily—through ranking, timing, and trigger systems that build habit. Drive the end-to-end product surfaces where users see their next step in product and over email, balancing user needs with long-term growth and brand trust. Ship quickly, learn from real usage, and apply ML-based ranking/personalization to improve lifecycle engagement while protecting user confidence.

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FursaFursa
Calendly
Calendly
6 days ago

Staff Product Manager, AI Assistant

✓ Verified Job

Canonical indexed version, validated from employer's careers page.

Source: Company careers pageValidated by: Fursa AI
Last checked: 14 hours agoStatus: Live

Job Summary

Own engagement for an AI assistant experience that helps users return daily—through ranking, timing, and trigger systems that build habit. Drive the end-to-end product surfaces where users see their next step in product and over email, balancing user needs with long-term growth and brand trust. Ship quickly, learn from real usage, and apply ML-based ranking/personalization to improve lifecycle engagement while protecting user confidence.
Location: San Francisco
Workplace: Hybrid
Employment Type: Full time
Job Function: Product Management
Seniority: Sr. Manager level

Key Responsibilities

  • •Build engagement as a compounding system (ranking, timing, triggers) that forms a habit.
  • •Own the in-product and email surfaces that show users their next step and ensure the right content at the right moment.
  • •Design and ship experiences that drive returning behavior without making the product feel noisy.
  • •Ship fast and learn from real usage to improve engagement outcomes.
  • •Apply ML-informed ranking/personalization to strengthen engagement while protecting user trust.
Travel: Low travel

Pay and Benefits

Equity and Bonus:Equity
Perks:Equity

Key Requirements

  • •8-10+ years in product, including senior or staff-level engagement, growth, or lifecycle ownership.
  • •Experience using ML for ranking or personalization.
  • •Ability to use qualitative insights into user needs to guide experimentation.
  • •Focus on long-term growth and brand trust, including the judgment to decline easy experiments that harm trust.
  • •Ability to work from the San Francisco office 1-3 times per week.
Experience:8+ yearsProduct growthLifecycleEngagementPersonalizationMachine learning
Skills:User empathyExperimentationJudgmentBalancing prioritiesFast learning
Languages:English
Tech Stack:Machine learningRankingPersonalization

Eligibility

Work Authorization:Authorization required. Sponsorship not provided.

Company Brief

Calendly
Provides a cloud-based scheduling platform that automates meeting coordination, calendar management, and appointment booking for businesses and professionals to eliminate back-and-forth scheduling.
Industry: Enterprise Software
Company Size: Enterprise (1,001+ employees)
Growth: Scaleup
Headquarters: Atlanta, United States
Founded: 2013
WebsiteLinkedIn