Nate Dogg
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Scottie Pippen
Known more for his on court defense than his off court business sense, former Chicago Bulls star Scottie Pippen lost $120 million in career earnings due to poor financial planning and bad business ideas. Air Jordan’s sidekick blew $27 million on bad investments and spent $4.3 million on a Gulfstream II corporate jet.
http://sports.yahoo.com/top/news?slug=ys-investopediamoneyloss031010&prov=yhoo&type=lgns


) but the security would be awesome!