Staff Product Manager, Intelligent Customer Experience

The posting, as Calendly wrote it

What’s in it for you?

Ready to make a serious impact? Millions of people already rely on Calendly, and we’re still in the midst of exciting product growth — it’s a fantastic time to join us. Everything you’ll work on here will accelerate your career to the next level. If you want to learn, grow, and do the best work of your life alongside the best people you’ve ever worked with, then we hope you’ll consider allowing Calendly to be a part of your professional journey.

A day in the life of a Staff Product Manager at Calendly

This technical product management position will report to the Head of Engineering, Growth and Customer foundations team. We strive to design a seamless product experience that delights our customers. In 2026, Calendly chartered a company-wide initiative to focus on delivering Great Customer Experience -spanning our Help Center, AI support bot, Automated issue resolution, human support escalations and support engineering. We're hiring a technical Staff Product Manager to work across Product, Go to Market (GTM) stakeholders, marketing, customer support and multiple engineering squads to address real gaps in taxonomy, measurement, and process. This product manager will own the roadmap end-to-end and turn a set of disconnected efforts into a durable, multi-quarter capability that will drive defined growth, product/business outcomes, and customer satisfaction goals.

On a typical day, you will be working on

• Own the strategy, roadmap, and outcomes for Calendly’s intelligent customer experience, spanning AI support quality, automated resolution, and human escalation
• Increase automated resolution by enabling the Support Agent to accurately answer questions and take actions on behalf of customers, while reserving human support for high-value and complex issues
• Define and improve AI quality , including answer accuracy, resolution quality, escalation effectiveness, and the failure modes that prevent customers from getting the right outcome
• Build the measurement and observability layer for Agent/Bot Quality Score, automated resolution rate, customer experience cycle time, escalation routing, and customer satisfaction
• Establish and drive adoption of a company-wide “supportability contract” so every new Calendly capability is supportable by AI agents, automation, or human support from day one
• Close the loop between customer issues and R&D , ensuring recurring bugs, product gaps, and support insights translate into prioritized product and engineering actions.
• Lead across Product, Engineering, AI/Data, Growth, Monetization, Trust & Safety, Support, and Content Operations to turn fragmented customer-support efforts into a durable, scalable company capability
• Use customer feedback, support data, and experimentation to continuously improve the experience, prioritize investments, and measure progress against clear customer and business outcomes

What do we need from you?

• This hybrid opportunity is open exclusivel

[…]
ary Hiring Range
$237,305 — $300,121 USD

Tier 2 Salary Hiring Range
$217,530 — $275,111 USD

Tier 3 Salary Hiring Range
$197,754 — $250,101 USD

The ranges listed above are the expected annual base salary for this role, subject to change.

Calendly takes a number of factors into consideration when determining an employee’s starting salary, including relevant experience, relevant skills sets, interview performance, location/metropolitan area, and internal pay equity.

Base salary is just one component of Calendly’s total rewards package. All full-time (30 hours/week) employees are also eligible for equity awards, and competitive benefits. Eligible Sales employees also qualify for a Sales Incentive program.

Calendly uses the zip code of an employee’s remote work location, or the onsite building location if hybrid, to determine which metropolitan pay range we use. Current geographic zones are as follows:

• Tier 1: San Francisco, CA, San Jose, CA, New York City, NY
• Tier 2: Chicago, IL, Austin, TX, Denver, CO, Boston, MA, Washington D.C., Philadelphia, PA, Portland, OR, Seattle, WA, Miami, FL, and all other cities in CA.
• Tier 3: All other locations not in Tier 1 or Tier 2

If you are an individual with a disability and would like to request a reasonable accommodation as part of the application or recruiting process, please let your Recruiter know when first connecting with them. Calendly is registered as an employer in many, but not all, states. If you are located in Alaska, Delaware, Hawaii, Idaho, Iowa, Montana, Nebraska, North Dakota, Rhode Island, South Dakota, and West Virginia, you will not be eligible for employment. Note that all individual roles will specify location eligibility.

All candidates can find our Candidate Privacy Statement here

Candidates residing in California may visit our Notice at Collection for California Candidates here: Notice at Collection

This role may require occasional travel for company events, team collaboration, or offsites.