Staff Product Manager, AI Scheduling

Calendly; San Francisco (CA); Hybrid; USD 180,000 - 280,000; Full time

Job summary

Calendly is seeking a Staff Product Manager in the San Francisco Bay Area, a hybrid role requiring in-person work 2 days per week. You will lead strategic roadmaps for a category-defining scheduling platform, leveraging AI to enhance user experience, agility, and growth across B2B and B2C segments.

You will collaborate with engineering, design, sales, and marketing to drive outcomes, define meaningful OKRs, and ensure successful product launches in a fast-growing environment.

Qualifications

• 8–10 years of varied PM experiences across startups and scaled companies.
• Experience building 0-to-1 SaaS products and scaling from 1-to-100 in a product-led-growth environment.
• Deep understanding of monetizing teams-based productivity solutions in either a B2C or B2B context.
• Ability to work in the San Francisco office 2 times per week.
• Authorized to work lawfully in the United States (Calendly does not sponsor immigration).

Responsibilities

• Understand customer needs, craft a strategic product roadmap, and lead execution for new initiatives.
• Prioritize feature requirements and partner with Design, Research, Engineering across R&D.
• Collaborate with go-to-market teams to ensure successful launches across customer segments.
• Drive adoption, engagement, and retention of new use cases to expand product capabilities.
• Define and measure OKRs and KPIs to support strategy and roadmap decisions.

Skills

PM experience

Product strategy

AI in product

SaaS

Stakeholder collaboration

Team leadership

Job description

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.

About the team & opportunity

*This is a hybrid position located in the Bay Area; the expectation is to go into the San Francisco office 2 days a week.

What’s so great about working on Calendly’s Product team?

We design seamless product experiences that delight our customers. Calendly takes the work out of scheduling so our customers have more time to focus on what matters most. Millions of people worldwide use our software every day - with thousands more signing up daily.

As a Staff Product Manager, you’ll be working on an incredible opportunity to evolve and scale a category-defining product while ushering it into the AI era. You’ll help ensure Calendly stays the most intuitive, powerful scheduling platform in the world, while leveraging AI to make it smarter, more proactive, and even more effortless for customers.

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

You will be working in an environment where collaboration is key to the best ideas, and you will be encouraged to use your creativity and drive to bring new features and ideas to market! You will work closely with engineering, design, sales, product marketing, customer experience and product leadership to ensure our defined growth, product/business outcomes, and customer satisfaction goals are met.

On a typical day, you will be working on:

• Understanding customer needs, crafting a strategic product roadmap, and leading execution for one of our newest product initiatives
• Prioritizing feature requirements and partnering cross-functionally with R&D stakeholders (Design, Research, Engineering)
• Partnering closely with our go-to-market teams (marketing, customer success, sales, finance) to ensure successful product launches across multiple customer segments
• Driving up awareness, adoption, continual engagement and retention of new use cases that unlock more product capabilities within Calendly
• Defining and measuring the relevant objectives and key results (OKRs) and key performance measures to support strategy and roadmap decisions

What do we need from you?

• A minimum of 8-10 years of varied PM experiences across both startups and scaled companies
• Keen product sense, with a deep empathy for customers; highly motivated to build delightful and frictionless experiences for customers; bonus if you have used AI to bring these experiences to life
• Experience in building 0-to-1 SaaS products and scaling from 1-to-100 in a product-led-growth environment
• Deep understanding and demonstrated experience building and monetizing teams-based productivity solutions in either a B2C or B2B
• The ability to work in our San Francisco office 2 times per week
• Authorized to work lawfully in the United States of America as Calendly does not engage in immigration sponsorship at this time

Calendly is registered as an employer in many, but not all, states. If you are located outside of California, 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

The ranges listed below 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.

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: