CEO of Cal.com Bailey Pumfleet: building an open source rocketship ("Stripe for Time") ODF alum

Cal.com CEO Bailey Pumfleet turned a side project into one of the most ambitious infrastructure companies ever. His mission: powering a billion connections by 2031 Rather than just another Calendly alternative, they're building the "Stripe for Time" - scheduling infrastructure that powers everything from doctor's appointments to refugee services. We get into: [3:56] How startups get open source wrong [10:46] Launching the v0 of Cal (called Calendso) [24:32] Why open source is crucial for infrastructure companies [36:30] The journey from MVP to enterprise-grade platform [39:29] Building trust through radical transparency [46:46] How their "longevity guarantee" wins enterprise deals [47:15] Running a fully remote global team [53:00] Handling compliance and security at scale This is a must-watch for anyone building infrastructure, open source, or startups in general.. Enjoy! Links mentioned: ODF: explore starting a startup in SF and figure out co-founders, customers, and more at StampList: browse breakout companies with a track record of sponsoring visas for exceptional talent at (Bailey's co-founder) The Deep End is available on YouTube and other podcasting platforms: Apple: Spotify:

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CEO of Cal.com Bailey Pumfleet: building an open source rocketship ("Stripe for Time") ODF alum is an episode from The Deep End by On Deck.

This episode is 01:09:25 long.

This episode was published on Dec 13, 2024.

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