
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 2031Rather 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 scaleThis 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 https://joinodf.comStampList: browse breakout companies with a track record of sponsoring visas for exceptional talent at https://landing.club/stamplisthttps://cal.comhttps://x.com/BaileyPumfleethttps://x.com/peer_rich (Bailey's co-founder)https://x.com/julianweisserThe Deep End is available on YouTube and other podcasting platforms:https://www.youtube.com/watch?v=V2Pripb427EApple: https://podcasts.apple.com/us/podcast/the-deep-end-by-odf/id1568752165Spotify: https://open.spotify.com/show/4TWOlf80GM1Pml8fGUO8KK
Podzilla Summary coming soon
Sign up to get notified when the full AI-powered summary is ready.
Free forever for up to 3 podcasts. No credit card required.

Eoghan McCabe: moving to America to build Intercom into a unicorn + the benefits of naivety, hard work, and rejection.

Deep Dive: Find the right co-founder and idea with Mo El Mahallawy, CTO and co-founder of Shepherd

Deep Dive: Shutting down a startup, doing right by your team, and founder identity with Stevie Cline (VC at Vol. 1 Ventures)

Control Your Financial Destiny: Runway, Metrics, and more with Puzzle's CEO Sasha Orloff
Free AI-powered recaps of The Deep End by ODF and your other favorite podcasts, delivered to your inbox.
Free forever for up to 3 podcasts. No credit card required.