Staff Product Manager, Engagement

Calendly is used by more than 20 million people to take the work out of scheduling.

We're becoming a multi-product platform, and getting users back to the value, across more of what we do, is now one of our most important growth opportunities. This role owns engagement: the surfaces and systems that bring users back daily, and the judgment to do it without ever wearing out their trust.

What you'll do

• Build engagement as a system, not a pile of one-off campaigns: the ranking, the timing, the triggers that compound into a habit
• Own the surfaces where Calendly shows users their next step, in-product and over email, and the craft of getting the right thing in front of the right person at the right moment
• Build the habit of returning without ever making the product feel noisy
• Ship fast and learn on real usage

What we're looking for

• 8-10+ years in product, including senior or staff-level engagement, growth, or lifecycle ownership
• Experience using ML for ranking or personalization
• You let a qualitative read of user needs guide where you experiment, rather than testing at random and hoping
• You optimize for long-term growth and brand trust over small experimentation wins, and you can point to a time you passed on an easy lift because it would have cost trust
• Driven and tasteful at once: you push hard on engagement and know exactly where the line is
• You balance user and company goals rather than trading one for the other
• 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

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