June 4, 2024 3 min read


Fact-checked by Velimir Velichkov

Chicago Man Employed by Sweepstakes Operator Sentenced to Federal Prison

The 32-year-old man overestimated expenses related to business travel, meals and falsely claimed to have made a donation to a church

A man from Chicago, Illinois, who was employed as a salesperson for an electronic sweepstakes kiosk operator, was recently sentenced to a year in federal prison over tax evasion. The case involves a 32-year-old male with the initials N.D., from Des Plaines, Illinois, who previously filed lawsuits against women from a Facebook group called “Are We Dating the Same Guy?” (AWDTSG).

The US Attorney’s Office Northern District of Illinois uncovered details regarding the 32-year-old man’s sentence. Morris Pasqual, Acting United States Attorney for the Northern District of Illinois, Robert Wheeler, Jr., special agent-in-charge of the Chicago Field Office of the FBI and Jason Bushey, acting special agent-in-charge with the IRS Criminal Investigation in Chicago, announced the recent sentence.

After falsely overstating personal tax returns related to business expenses as well as charitable contributions, the man was sentenced by US District Judge Thomas M. Durkin to one year and one day in federal prison.

An investigation uncovered that the man who was employed as a salesperson for MAC-T, an Illinois-based electronic sweepstakes kiosk operator, falsely claimed that he spent more than $263,000 in business-related meals between 2019 and 2020. During the same period, he falsely claimed to have driven more than 474,000 miles for business-related traveling.

N.D. also claimed to have made a donation of $63,000 to a Chicago-based Catholic church. However, upon investigating, law enforcement uncovered that the church had no record of the 32-year-old man’s donation, nor recognized him as one of its parishioners.

Driving To the Moon and Back

Sentencing the young man, the Judge Durkin, who was recently cited by The Chicago Tribune, said: “The miles you said you drove would have allowed you to drive to the moon and back.” Moreover, Durkin explained: “And you lied badly. You doubled down.”

Addressing a presentencing report where the 32-year-old man claimed he would seek a presidential pardon, the Judge said that those actions showed the “remorse seems to be for getting caught more than anything else.”

MAC-T, the employer of the 32-year-old man, who was recently sentenced, allegedly had ties to a recognizable Chicago Outfit associate related to the mob with the initials R.D., as announced by the Chicago Tribune.

According to the publication, the Chicago-based electronic sweepstakes firm was also allegedly tied to James Weiss, a politician’s son-in-law who advocated for legislation supporting sweepstakes. In October last year, Weiss was handed a five-and-a-half-year prison sentence in a bribery scandal that involved two other politicians.


Jerome is a welcome new addition to the Gambling News team, bringing years of journalistic experience within the iGaming sector. His interest in the industry begun after he graduated from college where he played in regular local poker tournaments which eventually lead to exposure towards the growing popularity of online poker and casino rooms. Jerome now puts all the knowledge he's accrued to fuel his passion for journalism, providing our team with the latest scoops online.

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