Those entrepreneurs who are successful and manage to build a business and a nest egg often manage to heap on even more risk when they decide how they're going to invest that nest egg. While building a successful business and managing your investment portfolio both require handling risk intelligently, they are very different activities. Entrepreneurs often fare worse than the average investor when it comes to making investments because many of the traits that make one a successful entrepreneur are precisely the traits that make one a disaster as an investor -- starting with an eagerness to put it all on the line.
Source: The Only Guide to Investing an Entrepreneur Will Ever Need: Our Manifesto: http://www.inc.com/articles/2008/06/our-manifesto.html
Contributed by: ~C4Chaos