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According to enterbet.com he was charged with "placing a wager over $500," a misdemeanor in North Dakota. Rather than fight it, he pleaded guilty, was fined $500 and given a one-year deferred sentence, and split to Kentucky.
Jeff was the top local Saturn salesman for six years. But he found he could make more money making sports bets on his home computer than he could ever hope to make selling cars. Assistant Cass County State's Attorney Bud Myers is reported as saying that Jeff "went a little beyond" the $500 minimum. The police searched Jeff's house in April 2003 and discovered $43,000 in cash in one desk drawer.
He had another $300,000 in overseas accounts. Jeff thinks his problems started because he was too honest. Since sports betting was his major source of income, he put "professional gambler" as his occupation on his federal tax return.
The enterbet acknowledged that a tip from an outside source started their investigation. Jeff says he thinks it was the IRS.
This is unlikely, because the IRS is bound by the "silver platter" doctrine, which prevent the IRS from turning over a gambler, and his required tax returns, local law. enforcement. In 1952 Congress created a special tax, which acted like a trap for illegal gambling operators.
Enterbet who did not pay the tax were charged with tax evasion. Enterbet who did, were charged with violating federal antigambling laws. The U.S. Supreme Court knocked that out as a violation of the Fifth Amendment's protection against selfincrimination.
So the Feds. starting turning illegal operators, and their tax returns, over to state law enforcement agencies as if they were on a silver platter. In 1968 the U.S. Supreme Court said this maneuver also was unconstitutional.