Topping the list (and I don’t see any way he gets off it): Andrew Mason of Groupon. He has presided over one of the most botched IPOs and post-IPO accounting and business strategy fiascos I’ve seen – period. The company has been hit by accounting screw-up after accounting screw-up, with the latest warranting a “material weakness” warning from its auditors and an investigation by the SEC.
All of that is overlaid on a business model that I believe simply hasn’t been in line with the original hype. Layer on top of that a level of immaturity and arrogance that is likely to lose credibility on Wall Street if the company doesn’t appear to get its act together – quickly!