9. Louis van Gaal
Dutch soccer guru has had a fine career as a player and stellar one as a manager. Later one still lasts, and by the time I am writing these lines, he might be receiving his marching orders off of Old Trafford. His current job as Manchester United manager is under threat, but it’s not the only thing that’s giving him sleepless nights. While being great soccer connoisseur, his business and investment skills seem to be below par. He has reportedly lost €6 million in Madoff’s scam which translates to more than $8 million from December 2008 when Ponzi scheme emerged on the surface.