A man with ties to the Chicago Outfit was sentenced to two years probation Friday for dodging taxes through the use of “sham” businesses that raked in roughly $1.4 million from sweepstakes gaming companies.
Robert “Bobby” Dominic, 67, had been charged in 2025 with a conspiracy to defraud the United States, tax evasion and failure to file tax returns. He pleaded guilty Friday to a felony tax fraud charge during a hearing before U.S. District Judge Elaine E. Bucklo. The judge’s sentence includes credit for the time Dominic already spent on pretrial release.
His indictment said he concealed income from federal authorities by having sweepstakes gaming companies pay him through the “sham” businesses. One of those sweepstakes companies was owned by James Weiss, who was sentenced to prison on bribery charges related to the sweepstakes industry.
Two sweepstakes companies paid nearly $900,000 to one of Dominic’s bogus businesses between October 2014 and January 2020, according to his indictment. Dominic’s girlfriend, who died in January 2020, was the only person formally associated with the business.
The following month, a second company was formed, according to the indictment. The feds said Dominic had the sweepstakes companies pay his business more than $500,000 in 2020 and 2021 in order “to conceal and avoid reporting his income to the Internal Revenue Service.” The company’s sole shareholder, identified only as “Individual B,” became Dominic’s girlfriend sometime before September 2024
Dominic did work for the sweepstakes companies, but his bogus businesses didn’t, according to prosecutors. They said he “used nominees to receive income on his behalf” from the sweepstakes companies and directed them to enter into an agreement designed to conceal his income.
Dominic didn’t file individual income tax returns or report any income in 2020 or 2021, according to the indictment. But on Friday, prosecutors said Dominic doesn’t owe any money to the IRS.