20. Latrell Sprewell
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Latrell Sprewell choked his coach once. That would be good enough to earn him a spot on this list, but that’s far from the only thing Spree did to find himself here. Just ask fans of the Minnesota Timberwolves.
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The T-Wolves offered Sprewell an extension that was less than he was hoping for, to which Sprewell responded that he had a family to feed. A year later when he went to free agency, those deals had dried up and Sprewell ended up costing himself over $20 million. Ironically, he’s now broke.
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