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The Biggest Loser: Hank Greenberg

In a Matter of Days, the Former AIG CEO Lost His Fortune and His Legacy

Shelp, who for more than a decade occupied an office down the hall from Greenberg at AIG, said he believed the company began investing in credit swaps tied to mortgages while Greenberg was still in charge.

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"He was CEO at the time. The company has been doing credit swaps for more than three years," Shelp said. "I don't know what risk-management control would have been removed, but it doesn't make any sense that the board would do that."

Greenberg's losses come just four days after he settled a lawsuit filed by some AIG shareholders, including the Teachers Retirement System of Louisiana, over the same shady dealings that got him investigated -- but never prosecuted -- by Spitzer.

"The truth is, I can't help but feel sorry for him," said Stuart Grant, the lawyer representing the Louisiana teachers who won a $115 million settlement. "Ninety-five percent of his assets have disappeared. Maybe he's left with $1 billion, maybe several hundred million, to most mortals that's a heck of a lot of money, but think about all that work over all those years, and now it's all gone."

ABC News's Eileen Murphy contributed to this report.

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