---
title: 'Staff Product Manager, Intelligent Customer Experience at Calendly'
canonical: 'https://feeny.ai/job/staff-product-manager-intelligent-customer-experience-calendly-united-states-rd6m0fxtbyj6'
type: 'job'
last_seen: '2026-09-16'
---

# Staff Product Manager, Intelligent Customer Experience at Calendly

- **Company:** Calendly
- **Location:** United States
- **Compensation:** $198k–$300k
- **Work type:** remote
- **Posted:** 2026-09-09
- **Last confirmed live:** 2026-09-16
- **Apply:** https://job-boards.greenhouse.io/calendly/jobs/8788325002

## Job description

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 exclusively to candidates currently residing in California who can commute to our San Francisco Bay Area office
- A minimum of 10+ years of varied PM experience across both startups and scaled companies, including time spent building 0-to-1 platforms or capabilities that other internal teams had to adopt
- Direct experience with AI-powered agents and/or conversational agents. You have relevant experience and deeply understand where these systems actually fail and what moves answer quality, not just the pitch
- A track record of driving cross-functional standards or platform adoption across teams you don't manage — this role has real influence-without-authority demands from day one
- Strong product sense grounded in support and/or Customer experience data. Comfortable defining metrics from messy or incomplete data rather than waiting for a clean dashboard.
- Ability to build a bold and ambitious vision for the organization with ability to inspire teams to achieve a bold mission
- Experience partnering with GTM (support, success, content) and R&D stakeholders simultaneously, ideally in a Business to Customer (B2C) and/or Business to Business (B2B) Software as a Service (SaaS), product-led-growth environment
- Authorized to work lawfully in the United States of America as Calendly does not engage in immigration sponsorship at this time

What’s in it for you?

Ready to make a serious impact? Millions of people already rely on Calendly’s products, and we’re still in the midst of our growth curve — it’s a phenomenal 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 career.

Our Hiring Process:

Typically, individuals will participate in the following interview process. However, there may be slight nuances given the role and or department we are hiring for. Please keep in mind that individuals can be declined from the position at any stage of the process.

- Qualified individuals will be invited to schedule a phone interview with a member of our recruiting team. This is a great time to ask any initial questions you have about the company or the role.
- Next, we’ll put you in direct contact with your potential manager. You’ll get a chance to learn even more about life at Calendly, the responsibilities within your role, and the qualities needed to succeed here.
- Then, you will perform an interview exercise, where you can highlight your skills.
- Next, or in parallel, you’ll meet with your potential team members.
- Finally, we connect with those you’ve worked with before, to learn more about the impact you can make, the value you bring, and the best way to set you up for success at Calendly.

Tier 1 Salary 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](https://docs.google.com/document/d/1UarTnO5b7rIEKowqiyRvw1Zz81mROP7tq-NR7sCmhBM/edit)

Candidates residing in California may visit our Notice at Collection for California Candidates here:[Notice at Collection](https://docs.google.com/document/d/1d58_uJ1S0ti5jMlekLhXRswLfJAdw0A6/edit#bookmark=id.gjdgxs)

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

## About Calendly

## Company Overview
- **One-liner**: Calendly provides a scheduling automation platform that eliminates the back-and-forth of booking meetings for individuals and businesses.
- **Entity Type**: Private (valued at $3B as of 2025)
- **Headquarters**: Atlanta, Georgia, United States
- **Founded**: 2013
- **Founders**: Tope Awotona

## Core Business
Calendly operates in the scheduling automation industry, serving both B2B and B2C customers ranging from individual professionals to small businesses and Fortune 100 enterprises. The company’s mission is to “improve the quality of every relationship building interaction” [calendly.com](https://calendly.com/about).

## Products & Services
- **Calendly Scheduling Platform**: A SaaS solution that connects up to six calendars, shares a personalized scheduling link, and automates meeting booking with real-time availability. It offers customizable event types, video conferencing integration, and supports 100+ partner integrations with Google, Microsoft, Zoom, and more [calendly.com](https://calendly.com/). The platform is used by over 20 million individuals and 100,000 organizations across 230+ countries [calendly.com](https://calendly.com/about).

- **Enterprise-Grade Features**: Includes admin management, security integrations, data governance, compliance audits, and privacy protections to meet the needs of large organizations [calendly.com](https://calendly.com/).

- **Team & Enterprise Plans**: Subscription tiers for growing teams and large companies, starting at $10–$16 per seat per month, with a free plan available for personal use [calendly.com](https://calendly.com/).

## Market Standing
- **Valuation**: $3 billion (2025 estimate based on Forbes Cloud 100 listing) [forbes.com](https://www.forbes.com/companies/calendly/).
- **Key Metric**: 20+ million monthly active users and 100,000+ companies, including 86% of the Fortune 500 [calendly.com](https://calendly.com/).
- **Notable Investors/Partners**: Not explicitly listed in the provided sources, but the company raised a $350M Series B in 2021 (common knowledge; not cited here per instructions). Partnerships include Google, Microsoft, Zoom, and others.
- **Growth Signals**: Ranked #1 in G2’s 2024 Fall Report for Online Appointment Scheduling [calendly.com](https://calendly.com/about); appeared on Forbes Cloud 100 (2025, #59) and America’s Best Startup Employers (2023) [forbes.com](https://www.forbes.com/companies/calendly/); headcount of ~500 employees [forbes.com](https://www.forbes.com/companies/calendly/). Recent job postings indicate expansion in engineering, product, and marketing roles [greenhouse.io](https://job-boards.greenhouse.io/calendly/jobs/8506905002).

## Competitive Advantages
- **Massive User Base & Network Effects**: Over 20 million users create a strong adoption moat; integrations with 100+ tools make switching costly.
- **Enterprise Trust**: Trusted by 86% of Fortune 500 companies and certified for enterprise security and compliance.
- **Brand Recognition**: Consistently ranked top in scheduling software by G2, and featured on Forbes Cloud 100.
- **Simplicity and Scale**: Easy enough for individuals yet powerful and secure enough for global enterprises.

## Strategic Focus
- **Growth & Monetization**: Active hiring for roles like “Engineering Manager, Growth and Monetization” and “Senior Full Stack Engineer, Monetization” [greenhouse.io](https://job-boards.greenhouse.io/calendly/jobs/8506905002).
- **New Products**: Staff Product Manager for “New Products” role suggests expansion into adjacent offerings [greenhouse.io](https://job-boards.greenhouse.io/calendly/jobs/8506905002).
- **Data & AI**: Machine Learning Engineer and Senior Machine Learning Engineer positions point to investment in AI-driven scheduling features [greenhouse.io](https://job-boards.greenhouse.io/calendly/jobs/8506905002).
- **Enterprise Depth**: Senior Engineering Manager for Data Platform and Senior Site Reliability Engineer roles indicate scaling infrastructure for large customers [greenhouse.io](https://job-boards.greenhouse.io/calendly/jobs/8506905002).

## Why Work Here
- **Remote-First Culture**: Home office and tech stipends, generous PTO, and annual holiday closure [calendly.com](https://calendly.com/careers).
- **Competitive Compensation**: “Competitive Pay & Equity,” 401(k) with immediate vesting, and performance-based rewards [calendly.com](https://calendly.com/careers).
- **Strong Benefits**: Health, dental, vision insurance, FSAs/HSAs, paid parental leave for all parents, life and disability insurance [calendly.com](https://calendly.com/careers).
- **Values-Driven**: Core values include “Focus on impact,” “Find a way,” “Customer experience obsessed,” and “One team” [calendly.com](https://calendly.com/careers).
- **Giving Back**: Calendly Cares volunteer and charitable giving program [calendly.com](https://calendly.com/careers).
- **Connection**: Annual company kick-off and local meetups [calendly.com](https://calendly.com/careers).

## Sources
1. [calendly.com – About Us](https://calendly.com/about)
2. [calendly.com – Careers](https://calendly.com/careers)
3. [calendly.com – Homepage](https://calendly.com/)
4. [forbes.com – Calendly Company Overview](https://www.forbes.com/companies/calendly/)
5. [greenhouse.io – Calendly Jobs](https://job-boards.greenhouse.io/calendly/jobs/8506905002)

## Other roles at Calendly

- [Senior Manager, Security Operations](https://feeny.ai/job/senior-manager-security-operations-calendly-united-states-ej2ab385w9ka) — United States
- [Staff Product Manager, Engagement](https://feeny.ai/job/staff-product-manager-engagement-calendly-san-francisco-p421jngzxp64) — San Francisco, CA
- [Staff Product Manager, AI Assistant](https://feeny.ai/job/staff-product-manager-ai-assistant-calendly-san-francisco-hpv99f9jmsgq) — San Francisco, CA
- [Director, Brand Influence, Advocacy & AI Discovery](https://feeny.ai/job/director-brand-influence-advocacy-ai-discovery-calendly-united-states-mfpqawspwjgq) — United States
- [Staff Platform Engineer](https://feeny.ai/job/staff-platform-engineer-calendly-united-states-ete1bvbn7rhn) — United States
- [Senior Full Stack Engineer, Growth](https://feeny.ai/job/senior-full-stack-engineer-growth-calendly-united-states-72v2zb1sgfy3) — United States
- [Senior Full Stack Engineer, AI Scheduling](https://feeny.ai/job/senior-full-stack-engineer-ai-scheduling-calendly-united-states-zdgd45fba0dh) — United States
- [Senior Director, Product Growth](https://feeny.ai/job/senior-director-product-growth-calendly-san-francisco-asybbkxf8h78) — San Francisco, CA
- [Staff Product Manager, Scheduling (core product)](https://feeny.ai/job/staff-product-manager-scheduling-core-product-calendly-san-francisco-p4gt17gab0az) — San Francisco, CA