#110 Jim McKelvey, Cofounder of Square - Innovation When it's Your Only Choice, Overcoming Regulation, and Managing His Intern, Jack Dorsey [ENCORE]

27 Jan 2026 · 63 min
Episode

27 Jan 2026 · 63 min

0:00

Jim McKelvey, cofounder of Square, describes how a chance meeting with teenage Jack Dorsey became an internship and company. He explains the difference between copying and true innovation, shares how Southwest Airlines founder Herb Kelleher's homework assignment clarified the rules for breakthrough teams, and discusses the chronic panic attacks and imposter syndrome he managed while building Square.

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