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Bill Simmons doesn’t just discuss ballers for a living — he lives like them, too. The popular podcaster and ex-ESPN sports commentator boasts a world-class property portfolio that would put all but the very wealthiest athletes to shame. Chief among his holdings are a $16 million mansion in L.A.’s exclusive Hancock Park neighborhood, acquired just last year, and a $10 million cottage on Malibu’s Carbon Beach, in addition to at least two other multimillion-dollar homes.
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