14. Mike Leake
You almost have to appreciate Leake’s frugality. The Arizona Diamondback’s pitcher was making just shy of $500,000 a year by 2011. But this didn’t stop him from bargain-hunting, or flat-out stealing. The MLB star went into a Macy’s one day and came out with five $10 t-shirts without paying for them. Why he thought this was a good move, we have no idea.
Leake sneakily removed the tags and tried to walk out of the store, but it didn’t end well for him. Police arrested him and he suffered public humiliation for being a cheapskate. In short, the judge ordered him to complete community service. As a multimillionaire, there was just no excuse for his behavior, and he paid the price for it. It was a very foolish move.