updated 12/23/2008 3:23:16 PM ET 2008-12-23T20:23:16

It has become the biggest mystery to emerge from the $50 billion Bernard Madoff scandal: Where did the money go?

Federal investigators are likely to take months trying to answer that question as they dig through the disgraced investor's records and attempt to unravel what may be the biggest financial fraud in history.

But several theories are being discussed among financial experts and at Wall Street watercoolers, Palm Beach Country clubs in Florida and the offices of university accounting professors.

Among the theories: Madoff lost a bundle in bad investments; paid some of the money out to investors; stashed cash in foreign banks; and spent some on his lavish lifestyle. There is also the possibility he inflated his claim of $50 billion in losses.

"He has plenty of houses and yachts, but not certainly enough to account for all this money," said Aswath Damodaran, a professor of finance at New York University. "It is tough to really lose 100 percent."

Madoff, 70, a former Nasdaq stock market chairman, has become one of the most vilified people in America since news broke Dec. 11 that he allegedly had been running a giant pyramid scam, paying returns to certain investors out of the principal received from others.

The scam included a global roster of investors, from retirees on Long Island to the International Olympic Committee, to charities worldwide. So far, investors have said that they have lost more than $30 billion, according to an Associated Press calculation.

Here are some possible scenarios:

Traded away
What's unclear at this point of the investigation is when the scheme began, but reports have indicated that it had been going on for decades. In the criminal complaint against Madoff, he told investigators that he "had personally traded and lost money for institutional clients, and that it was all his fault."

That suggests he may have blown investors' money through a failed trading strategy, and at some point felt compelled to cover up the mistakes.

Lost in the financial meltdown
Madoff's scheme was partly undone by this year's crisis in the stock and credit markets. The Dow has lost nearly 36 percent since the start of this year, and the credit market has largely been frozen.

In the complaint, Madoff said investors were seeking approximately $7 billion in redemptions. Madoff boasted of producing returns of about 10 percent for years, so individual investors who were getting battered in other parts of their portfolio might have taken some of those purported Madoff profits off the table.

At the same time, hedge funds were facing an unprecedented run on redemptions from their own investors. That meant the hedge funds may have had to quickly extract cash from their Madoff positions to pay their own investors back.

"People didn't stop believing in Madoff. They just needed the money, and that started this spiral," said Stephen Breitstone of the law firm Meltzer Lippe Goldstein & Breitstone, which is representing Madoff investors.

It is unclear how much of that $7 billion Madoff paid out to investors, but when things came crashing down, just $200 million to $300 million was left in the pot. Authorities say he intended to pay out that money to employees and friends before the alleged fraud was discovered.

Went toward the lifestyle
Madoff could have spent some of the money on his lifestyle, which included multiple homes and yachts and memberships at some of the nation's most prestigious country clubs.

His three U.S. homes — a Manhattan penthouse, a beachfront mansion in the Hamptons and a home in Palm Beach, Fla. — together have an estimated market value of more than $30 million, according to real estate experts.

The white-glove co-op in Manhattan where he lives requires residents to have at least $100 million in liquid assets so that they can cover any expenses even if their business goes bust or the market is hit with declines, said Faith Hope Consolo, chairwoman of the real estate firm Prudential Douglas Elliman's retail leasing sales division. The firm has leased retail space in that building, and she said it is "the epitome of luxury."

The office rented by Madoff's firm was in New York City's Lipstick Building, where rents command about $3 million to $5 million annually for the space Madoff had, Consolo said.

There is also speculation that the money could show up in other spots — maybe in offshore bank accounts, in family members' names or elsewhere.

"A lot of people have doubts about the family," said Jerry Reisman, a Garden City, New York, attorney representing 10 Madoff investors. "We don't know to what extent his wife benefited. She certainly benefited. She lived a Gatsby-style life."

J. Boyd Page, a partner at the Atlanta law firm Page Perry who has represented clients in previous pyramid scheme cases, noted that a good portion of Madoff's business was done internationally, and said some of the money could have been moved there.

"The auditors will have a field day with this, trying to trace the bank accounts," he said.

Went into investors' pockets
While many of investors lost everything, some of them must have received payouts from Madoff over the years. Given that this was a pyramid scam, Madoff had to keep up his credibility by allowing people to tap their cash when they wanted.

Consider a couple with a $20 million investment with Madoff. They might have pulled out 10 percent, or $2 million, a year to use as income, basically living off the returns on their initial investment.

"They felt comfortable with this investment because Madoff was showing them steady returns year after year," Breitstone said.

Copyright 2008 The Associated Press. All rights reserved. This material may not be published, broadcast, rewritten or redistributed.

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