What Are the Odds? This Family Gambled And Lost, and Dad Went to Prison

Posted on September 30, 2021

Larry Tillery of Beaumont, Texas was sentenced to 33 months in prison for tax evasion and for running a business that accepted illegal wagers on sporting events from 1985 to 2017. Tillery owned Daylight Motors, a used car dealership, and Lamar Capital, and used both companies as a front to launder the illegal gambling proceeds. He was ordered to pay restitution of $1,000,040 and to forfeit approximately $2 million dollars in cash, jewelry and sports memorabilia. A judgment of $32,758,541 was also ordered by the court.

Tillery’s wife, Judy, was sentenced to 24 months’ probation and shares the judgment with her husband. She assisted with laundering the proceeds of the operation, which allowed bettors to place bets on sporting events, including professional and collegiate basketball, baseball and football games via a website.

Brian Tillery, Larry’s son, was sentenced to 24 months’ probation and was ordered to forfeit $245,477 and a home worth $600,000. He collected money from bettors, paid bettors, made wire transfers to pay illegal gambling debts. He also regularly mailed currency totaling more than $10,000 through the US Post Office.

While the gambling operation was illegal, federal tax law still required that Tillery register with the IRS as a bookmaker, report total wages he accepted monthly, and pay a gross wagering excise tax of 2% every month. Between 2011 and 2016 alone, Tillery accepted at least $52 million in illegal wagers, resulting in over a million dollars in wagering taxes he did not pay.

Reach out to our tax resolution firm and we’ll schedule a free, no-obligation confidential consultation to explain your options in full to permanently resolve your tax problem. Call 877-4-IRSLAW or visit our website at


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