Madoff: Fortune Favors The Bold

Photo of Douglas A. McIntyre
By Douglas A. McIntyre Updated Published
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Blue_hills"Fortes fortuna adiuvat"–Virgil

The question comes up over and over again. How could a massive fraud, which probably went on for well over thirty years, have gone undetected by federal regulators? The answer up until now was that the funds run by Bernie Madoff were rarely looked at carefully by the SEC or other financial regulatory bodies.

It turns out that the reality was worse than that.

According to The Wall Street Journal, "Bernard L. Madoff Investment Securities LLC was examined at least eight times in 16 years by the Securities and Exchange Commission and other regulators, who often came armed with suspicions."

A lot of what kept the Feds from seeing what was going on was simple misdirection by Madoff. He said he was in the hedge fund business. As long as investigators believed that he was subject to only the most modest regulation.

But, the answer that he used a series of small feints is not enough to explain his extraordinary capacity to avoid detection. The correct and more fundamental explanation is that he was the most bold liar in the recent history of Wall St. He was willing to commit fraud and the compound that with a fearless perjury. He exhibited a perverse bravery that no investigator could have expected. Madoff flummoxed regulators because of his audacious ability to lie.

Unlike police detectives, federal government officials expect that most targets, when faced with accusations and suspicions from competitors and clients, will give in to the inevitability that they will be caught. Madoff was never willing to make that admission, at least to himself. That gave him the ability to persist in deceit at a level which no one could have expected.

When the stakes were highest, he bluffed with a pair of twos.

Douglas A. McIntyre

Photo of Douglas A. McIntyre
About the Author Douglas A. McIntyre →

Douglas A. McIntyre is the co-founder, chief executive officer and editor in chief of 24/7 Wall St. and 24/7 Tempo. He has held these jobs since 2006.

McIntyre has written thousands of articles for 24/7 Wall St. He is an expert on corporate finance, the automotive industry, media companies and international finance. He has edited articles on national demographics, sports, personal income and travel.

His work has been quoted or mentioned in The New York Times, The Wall Street Journal, Los Angeles Times, The Washington Post, NBC News, Time, The New Yorker, HuffPost USA Today, Business Insider, Yahoo, AOL, MarketWatch, The Atlantic, Bloomberg, New York Post, Chicago Tribune, Forbes, The Guardian and many other major publications. McIntyre has been a guest on CNBC, the BBC and television and radio stations across the country.

A magna cum laude graduate of Harvard College, McIntyre also was president of The Harvard Advocate. Founded in 1866, the Advocate is the oldest college publication in the United States.

TheStreet.com, Comps.com and Edgar Online are some of the public companies for which McIntyre served on the board of directors. He was a Vicinity Corporation board member when the company was sold to Microsoft in 2002. He served on the audit committees of some of these companies.

McIntyre has been the CEO of FutureSource, a provider of trading terminals and news to commodities and futures traders. He was president of Switchboard, the online phone directory company. He served as chairman and CEO of On2 Technologies, the video compression company that provided video compression software for Adobe’s Flash. Google bought On2 in 2009.

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