1. Samuel Clemens/Mark Twain
Mark Twain tops this list mostly because nobody would expect the biting satirist and brilliant author to be downright stupid when it comes to finance and investment, but lack of business sense seems to have run in the Clemens family. Samuel was not only born to a father with debt and no luck as an entrepreneur, but he was also born prematurely and was sickly for the first decade of his life. With the odds stacked against him even living long enough to become the literary force he did, Twain followed in his father’s footsteps and after achieving success promptly put himself into debt through a series of ill-advised investments.
by Dave Solomon
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