Drimva

Calendly

Staff Product Manager, Intelligent Customer Experience

$198K–$300K

Remote - US +1 · Remote · Staff · Full-time · Posted Sep 9, 2026

Location
Remote - US
Remote
Experience
10+ years of varied PM experience across startups and scaled companies.
Visa sponsorship
Must be authorized to work lawfully in the United States; Calendly does not engage in immigration sponsorship.

About the job

Owns Calendly’s company-wide intelligent customer experience roadmap, improving AI-powered support, automated issue resolution, human escalations, and customer outcomes.

What you'll do

  • Set the strategy, roadmap, and outcome measures for intelligent customer experience, including AI support quality and automated resolution.
  • Build measurement and observability for agent quality, resolution rates, customer experience cycle time, escalation routing, and satisfaction.
  • Coordinate across product, engineering, support, and other teams to improve supportability and turn customer issues into product and engineering actions.

What they ask for

  • 10+ years of varied product management experience across startups and scaled companies, including building 0-to-1 platforms or capabilities adopted by internal teams.
  • Direct experience with AI-powered agents and/or conversational agents.
  • Track record of driving cross-functional standards or platform adoption without direct authority.
  • Authorized to work lawfully in the United States; Calendly does not provide immigration sponsorship.

Nice to have

  • Experience partnering with GTM and R&D stakeholders, ideally in B2C and/or B2B SaaS or a product-led-growth environment.

Pay

$237,305 — $300,121 USD (annual base salary); $217,530 — $275,111 USD (annual base salary); $197,754 — $250,101 USD (annual base salary)

AI focus

Lead AI-powered customer support, improve agent answer and resolution quality, automate issue resolution, and define AI quality measures and failure modes.

Model-written summary · the original posting is authoritative

First seen Oct 27, 2026 · Last verified Nov 6, 2026 (UTC)