2008: CEO, JPMorgan Chase (JPM)
Five years ago, Dimon was largely seen as a hero. Ahead of the Lehman meltdown, JPMorgan Chase purchased Bear Stearns for a mere $1.5 billion with help from the government. After Lehman's bankruptcy, JPMorgan purchased Washington Mutual after it was seized by the FDIC. That too was at a fire sale price of just $1.9 billion.
Dimon earned $65 million in 2007 and 2008.
Now: CEO, JPMorgan
Dimon may have survived the financial crisis. But it hasn't been smooth sailing for the past few years. After touting his bank's fortress balance sheet and criticizing the federal government for being too intrusive, JPMorgan Chase showed the kinks in its armor when the bank lost $6 billion from a series of errant trades by the now infamous London Whale.