7. Courting The Cubs (2007-08)

Cuban offered the highest bid ($1.3 billion) when the Chicago Cubs were on the market, because he wanted to own a sports icon. "There's no way Bud [Selig] and the owners are going to let that happen," a baseball source told the Chicago Sun-Times. "Zero chance." Cuban didn't even make the cut to three finalists. (Jonathan Daniel/Getty Images)