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Jake Winebaum is an American serial entrepreneur who has spent more than three decades turning observations into companies. He built the business plan for Disney's first internet push and ran Disney Online, co-founded the dot-com incubator eCompanies with EarthLink's Sky Dayton, founded and sold Business.com for $345 million, launched the healthcare marketplace Brighter (acquired by Cigna), and now serves as Executive Chairman of Applied Cognition. A self-described accidental entrepreneur, he is also a serious endurance athlete and the author of a business strategy and growth newsletter, the Strategy Letter.

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