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Athletes Who Blew Through Dough

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Scottie Pippen

Reuters/Landov

Scottie Pippen

Scottie Pippen made a fortune being Michael Jordan's right-hand man on the Chicago Bulls, but didn't have much luck with a high-flying lifestyle when he spent $4 million on a Gulfstream jet that didn't work. He successfully sued his attorneys for a missed plane inspection and got $2 million back, so there's that.

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