Staff Product Manager
Job description
About the role
This role defines and delivers product initiatives for a scheduling platform used by millions, guiding its evolution into the AI era. The position balances user needs, business goals, and engineering constraints within a fast-growth environment.
Product managers decide what a team builds and why. They gather customer feedback, define requirements, and set priorities. Product work spans engineering, design, and business teams and ships products that solve real problems. The role combines research, writing, analysis, and decision making under uncertainty. Product work happens at the intersection of user needs, business goals, and technical feasibility. Most product managers own a roadmap and are judged by the outcomes their teams ship.
Key facts
What you'll do
Product direction is shaped by analyzing customer needs, and a strategic roadmap is crafted for one of the newest product initiatives. Outcomes are delivered through leading execution on this initiative.
Feature requirements are translated into clear specifications by partnering with R&D teams in design, research, engineering, product marketing, sales, and customer experience.
Requirements
Eight to ten years of product management experience are required, covering both startup and scaled-company environments, with founder experience in SaaS as a bonus.
Strong product sense and UX design demonstrate deep customer empathy, focusing on building delightful and frictionless experiences, particularly those involving AI or ML.
Experience building 0-to-1 SaaS products and scaling them from 1 to 100 in a product-led growth context is necessary.
Demonstrated understanding of team-based productivity solutions is required in either B2C or B2B environments.
The San Francisco office must be attended two days per week.
Authorization to work in the United States of America is required without Calendly sponsoring immigration.
Practical notes
The role reports to the Director of Product and thrives in a collaborative environment that encourages creativity.
Typical interview steps
Product interviews often include a product sense round, an analytical round, and a behavioral round. Candidates may be asked to design a feature, prioritize a backlog, or estimate a metric. Some loops include a case exercise. Strong candidates show structured thinking and customer empathy. Interviewers want to see how you prioritize when everything matters. Walking through your decision criteria out loud is a strong habit in product interviews.
Good to know
Product managers operate at the intersection of user needs, business objectives, and technical constraints.
Data-driven decisions and experimentation influence how features evolve in scheduling platforms.
AI and machine learning are reshaping modern scheduling tools and user expectations.
Cross-functional alignment between product, design, engineering, and sales is common in growth-stage companies.
Clear communication and structured roadmaps keep complex initiatives moving forward.
Questions to ask
Useful questions for the interview: what a typical week looks like, how work is assigned, what tools the team uses, and how feedback works. Asking how the role has changed recently and what the team wishes it had known when joining is also reasonable. Questions about the manager's priorities are especially valued.
Career growth
Product careers usually move from associate to product manager, then to senior, group, or director levels. Some people specialize in growth, platform, or enterprise products. Others move into general management. Success depends on shipped outcomes rather than shipped output. Product careers often reward generalists early and specialists later. Experience shipping measurable outcomes is the strongest signal for promotion.
About the company
Calendly is a scheduling automation platform used by over 20 million users for eliminating back-and-forth emails when booking meetings. Founded by Tope Awotona in 2013, Calendly was valued at $3 billion following a $350 million Series B in 2021.