#59, Jim McKelvey, Co-Founder of Block (formerly Square)— Building a team of missionaries, what t...

23 May 2024 · 69 min
1:08:52

In this episode of the From Startup to Grownup podcast, host Alisa Cohn interviews Jim McKelvey, co‑founder of Square (now Block), glassblower, and chair of the St. Louis Federal Reserve. The conversation weaves together McKelvey’s unconventional path to entrepreneurship, the serendipitous insight that led to Square’s iPhone credit‑card reader, and the deep‑dive into the problem of small merchants who couldn’t accept cards (the “Bob” story). McKelvey recounts how the early team built an illegal prototype that broke 17 laws, spent a year and a half making it compliant, and hired a team of “missionaries” who embraced failure. He explains the technical hack of using the iPhone’s microphone port, the relentless iteration cycle, and the cultural ethos that avoided platitudes and focused on solving a hard problem. The interview covers the $8 million counter‑offer from Google, Amazon’s aggressive pricing attack and the decision to “do nothing,” and how those battles informed the Innovation Stack framework – a set of hidden rules that separate true innovation from mere copying. McKelvey draws parallels to Southwest Airlines and Herb Kelleher’s warrior spirit, and shares a personal lesson about timing learned from glassblowing, warning that feeling comfortable means you’re too late. He opens up about panic attacks, imposter syndrome, and his self‑awareness that he is not a good manager, which led him to step back from the CEO role. Post‑IPO, he discusses how wealth changes the way people listen to his ideas and mentions his new venture Invisibly, which tackles micropayments. The episode ends with concrete advice for founders: understand the innovation‑stack rules, embrace unsolvable problems, avoid ego, and recognize that most entrepreneurship is about copying, but the rare breakthroughs require a different playbook.

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