From Backyard Meetups to OneSixOne Ventures | ft. Pablo Casilimas
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Pablo started by hosting backyard meetups for founders in Florida, simple gatherings built around ideas, pizza, and early-stage energy. What began as a small community eventually scaled into one of the most active startup ecosystems in the Southeast and later evolved into OneSixOne Ventures, an early-stage venture fund investing in high-growth startups.
Along the way, money ran out, plans fell apart, and Pablo found himself in Seattle selling his car, navigating uncertainty, and even walking dogs on Rover while continuing to build. A single press feature later changed the trajectory of everything.
In this episode, we explore how community-building turned into venture capital, and why choosing growth over certainty shaped every major decision along the way.
What we cover:
• How backyard founder meetups became a startup ecosystem
• Building one of the largest founder communities in the Southeast US
• The $84 pizza moment and what it says about building with almost nothing
• Moving to Seattle, selling his car, and nearly becoming homeless
• Why staying after a GeekWire feature changed everything
• Walking dogs on Rover while building a venture fund
• How OneSixOne Ventures was created from community momentum
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About Renee Wanna Know:
Renee Wanna Know is a podcast about how people actually figure things out, and the real path behind their careers and lives.
Each episode explores the decisions, detours, and uncertain moments that don’t usually get talked about: switching directions, getting stuck, and learning as you go.
Guests include founders, creators, and people building their lives in real time, sharing what it actually looks like behind the surface.
It’s a space for understanding how people move through change, and what shapes the choices they make along the way.
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Watch full video episodes:
YouTube: https://www.youtube.com/channel/UC4hPhpr699cs9hFjrw61oBA