Rob Taylor Has Fabulous Hair & Epic Bike Trips BUT This Serial Entrepreneur & VC Keeps Ego Low

To help spread the word about the show, my friend Rey Madolora put me on an email with a bunch of Austin cyclists that are also notable in the business community. One by one I was able to meet most of them, but Rob Taylor was elusive. When I followed his Strava I noticed that he was regularly climbing mountains in Europe…like really frequently and his trips had names like, “Epic Three Nations.” Needless to say this piqued my interest but he’s not on the group ride scene here so I wasn’t going to just run into him. I did run into his brother, Chris, at The Red Fridge Society, which he opened as a membership club and event space for founders. When I told Chris that we had started promoting live events, he said, “you should interview my brother, here.” And that’s how you stalk a podcast guest.

Rob’s ride through the dot com bubble and bust got him started in triathlon as an outlet to channel frustration - not exactly a joyful pursuit. Gradually, during his high flying career taking companies public, reaching a 9 figure exit and becoming a VC, Rob discovered a passion for European bike trips HEAVY on the climbing because the experience distills his complicated life down to basic pleasures: fitness, suffering, outdoors, local cuisine and companionship. We had a blast at the Red Fridge exploring Rob’s leadership insights as far as team building, communicating, and relishing the adventure as opposed to coveting the outcome. No topic was off limits for the audience Q&A, including Rob’s glorious hair. Now, enjoy the show.