Gangs & Organized Crime
10 Most Crooked Business Leaders Of All Time

4. Raj Rajaratnam

Raj Rajartnam, born in June 15, 1957, is a Sri Lankan-American billionaire founder of the Galleon Group, a New York-based hedge fund management firm, serving prison time for insider trading. What sets him apart from the others is he received the longest sentence ever imposed for this crime. He looked like the model hard worker but his image of being on the money started to slip when his knack for stock predictions became far too accurate.

Even with millions in the bank and the respect of Wall Street, Rajaratnma wasn’t satisfied. He threw lavish parties, paid a worker $5,000 to get tazered and hired a dwarf to give an office presentation. His contrived personality helped him hide in plain sight so he thought he was untouchable. He didn’t believe the FBI was catching up – but they were taping his phone calls, which helped them build crucial evidence. Soon the FBI had uncovered the biggest insider-trading ring in history. He protested his innocence but recordings of his own vice proved otherwise.

Rajartnam’s need to pamper his ego gained him the largest sentence for insider trading ever. As of January 14, 2013, Rajaratnam was sent to Federal Medical Center, Devens in Ayer, Massachusetts for 11 years. His release date is July 4, 2021.

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