On January 16, 2025, Goldstein was indicted in Maryland federal court on charges he schemed to evade taxes for years and used funds from his boutique law firm to cover gambling debts. The indictment describes Goldstein as a high-stakes poker player who participated in games with multimillion-dollar stakes. Between 2016 and 2022, he allegedly evaded taxes, filed false returns, and failed to pay tax obligations. Goldstein is accused of using millions from his Bethesda-based law firm, Goldstein & Russell, to cover gambling and personal debts while underreporting his gambling winnings by millions. Goldstein later lost $14 million in a series of matches against California real estate mogul Bob Safai, as Safai testified during Goldstein's trial in January 2026. Beginning in 2022, Goldstein played a series of matches against billionaire banker
Andy Beal and won over $50 million. Goldstein claims he retired from law in 2023 in part to continue playing
heads-up poker against Beal. Goldstein told
The New York Times Magazine that he won over $88 million overall in poker heads-up matches, most of which went to his investors. On February 25, 2026, a federal jury found him guilty of "one count of tax evasion, four of eight counts of aiding and assisting in the preparation of false tax returns, four counts of willful failure to timely pay taxes, and three counts of false statements on loan applications." ==Other notable activities==