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#829 The Massive Business Of The NFL And Super Bowl Weekend w/ Darren Rovell

2/17/2022 · 50 min · transcript via mlx

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Key topics

— Darren Rovell's collectibles strategy and valuation approach, focusing on one-of-one items to avoid competition from broad collector cohorts.

— Odell Beckham's Bitcoin salary and the math behind his contract—Rovell clarifies he oversimplified the calculation, and Bitcoin's price movement could double or halve his effective compensation.

— Sports betting prop bets (coin toss, Gatorade color, national anthem timing) and their legal status across US jurisdictions; offshore Bitcoin books and their role in unregulated betting.

— Mattress Mac's nine-and-a-half-million-dollar Super Bowl bet and his furniture store insurance model as a business strategy.

— Joe Rogan's N-word controversy and cancel culture; Rovell distinguishes between personal beliefs and accountability, noting that context is hard to defend for white speakers.

— Darren Portnoy's lawsuit against Business Insider, with particular interest in discovery phase and alleged timing around Penn National earnings releases.

Market & price signals

— None discussed.

Actionable insights

— When investing in collectibles, identify and understand competing collector demographics; one-of-one items reduce downside risk from sudden category selloffs affecting broader cohorts.

— Bitcoin's volatility means employment contracts or sponsorships denominated in crypto require tracking price movements at multiple payment points—Rovell notes Beckham's upside could double if Bitcoin appreciates from contract signing to payout.

— Monitor regulatory boundaries in sports betting; legal books vary by state, while offshore and Bitcoin-based books operate in gray zones with higher risk.

Episode sponsorships

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