Awkward Encounters and Sporting Memories

This chapter delves into a hilariously awkward sexual encounter that unexpectedly escalates, highlighting themes of youthful inexperience. It also offers reflections on the speaker's past, exploring their interests in sports and gambling, and sharing entertaining anecdotes from their youth.

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Dave Portnoy is an entrepreneur, media personality and the creator of Barstool Sports, one of the biggest publications for sports and pop culture content in the world.

Dave Portnoy joins Theo Von on This Past Weekend to talk about his humble beginnings in Boston, taking risks, getting arrested at a Patriots game, how to handle controversy, and what it took to turn a small newspaper into one of the biggest media companies in America.

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Music:

"Shine" by Bishop Gunn: https://www.youtube.com/watch?v=F3A_coTcUek

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