IRS Told Goldstein to Keep Better Gambling Records, Jury Hears

Jan. 22, 2026, 11:08 PM UTC

Tom Goldstein, the former US Supreme Court advocate facing federal tax and false statement charges, was educated years ago on his gambling-related tax obligations, jurors heard Thursday.

Gary Libbin, an IRS revenue agent who audited Goldstein in 2012, said he told Goldstein’s then-accountant and power of attorney, William Caldwell, that Goldstein needed to keep better records of his gambling wins and losses.

Taxpayers are required pay taxes on their gambling winnings, insofar as they exceed any gambling losses, Libbin said.

Libbin had the record-keeping conversation with Caldwell, not directly with Goldstein. But Caldwell—who also testified on Thursday—said that he would ...

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