In this episode of the Big Hitters podcast, Andrew Hathaway speaks with Jeremy Ostermiller, founder of Altitude Digital, Edison Interactive, Death Before Decaf, and Steeltown Garage. Jeremy shares wild stories from his early career promoting hip-hop concerts, including a chaotic tour with Ol' Dirty Bastard, to scaling digital ad platforms past $100 million in revenue and winning Ernst & Young Entrepreneur of the Year. He breaks down his current ventures in ready-to-drink functional coffee and lifestyle apparel, the lessons learned from visiting Richard Branson's Necker Island, and why an entrepreneur's long-term success relies on pain tolerance and building sustainable businesses rather than chasing quick exits.

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