Jason Calacanis likes to play high stakes Poker and bet on tech startups like Uber when it was little more than a penny stock. Perhaps best known for Launch, a meetup and schmoozefest for aspiring entrepreneurs, he’s also hosts the podcast This Week In Startups, is a regular on Squawk Box, an intimate of tech moguls, an adversary of Mark Zuckerberg and an all around gadfly.

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