7) Richard Thalheimer -

Richard Thalheimer was the founder and former CEO of The Sharper Image, a gadget company, at a very young age. Thalheimer seemingly was the victim of new and more aggressive board members, who happened to be big hedge fund investors. As usual, the differences of opinion on how to run the company, along with poorly performing stocks and falling revenues, came into the picture and Thalheimer was replaced as the CEO of his own company. This did not turn out to be a bad deal for Thalheimer because the company filed for bankruptcy in 2008. Though Thalheimer might have saved himself from being associated with a bankrupt company but seeing his creation go bankrupt must have hurt him tremendously.

8) Rob Kalin -

Rob Kalin was the founder and CEO of Etsy, an arts and crafts company. Kalin has been removed 2 times from the position of CEO of his company. He was succeeded by Maria Thomas the first time and by Chad Dickerson, Chief Technology Officer, of Etsy last year. The reason behind his departure has not been revealed. According to Dickerson, Kalin cares deeply for Etsy and was a good CEO. He also adds how Kalin has carefully constructed a guide-map to chalk out the future of Etsy, which is extremely helpful says Dickerson.