Chicago Slots Salesman, Accused of Tax Evasion, Faces Imprisonment After Suing Over Shared Lover Allegations
Nikko D'Ambrosio, a salesman from the Chicago area, has been sentenced to 12 months in federal prison for tax evasion. In addition to this legal battle, D'Ambrosio has also filed a lawsuit against the "Are We Dating the Same Guy?" (AWDTSG) Facebook group, alleging reputation damage and privacy violation following an incident that led to his "doxing."
D'Ambrosio, who worked for electronic sweepstakes operator MAC-T, has claimed that he was defamed and that his privacy rights were violated by members of the AWDTSG group. The lawsuit was filed in January 2024, but details about how D'Ambrosio was "doxed" by the group have not been disclosed.
In the lawsuit, D'Ambrosio claims that the posts caused him personal humiliation, mental anguish and suffering, emotional distress, stress, anxiety, and unspecified lost earnings. The posts prompted other women to come forward and report similar negative experiences with D'Ambrosio, including some who described him as a "psycho."
However, the lawsuit does not mention any connection between D'Ambrosio's tax evasion case and the AWDTSG lawsuit. MAC-T, D'Ambrosio's former employer, has allegedly been linked to Robert "Bobby" Dominic, a reputed Chicago Outfit associate. MAC-T has also been tied to James Weiss, who was sentenced to five and a half years in prison for bribing two state lawmakers to back pro-sweepstakes legislation.
In 2020, D'Ambrosio claimed $14,874 as taxable income while claiming expenses of $252,625. This is not the first time D'Ambrosio has made questionable tax claims, as in 2019, he claimed $4,443 as taxable income while claiming expenses of $158,528. Some of his expenses included driving 474K miles on business trips, spending $263K on business-related meals, and claiming a $64,500 donation to St. John Cantius Church in Chicago, but the church had no record of such a donation.
The AWDTSG group, with millions of members worldwide, describes itself as a "red flag awareness group." The woman who first red-flagged D'Ambrosio on AWDTSG met him at an event in Chicago last year and they went on a few unremarkable dates but never had an exclusive relationship.
As of now, the exact nature of D'Ambrosio's claimed expenses related to the AWDTSG incident remains unclear, and the lawsuit does not provide any information about the current status of the AWDTSG lawsuit. D'Ambrosio's attorney, Marc Trent, stated in January that D'Ambrosio is a victim and they want to prevent additional victims in the future.
- Nikko D'Ambrosio, involved in a tax evasion case and a lawsuit against the "Are We Dating the Same Guy?" (AWDTSG) Facebook group, has a connection to Chicago's casino scene through his former employer MAC-T, which has reported links to Chicago Outfit associates and bribery scandals.
- In the lawsuit against AWDTSG, D'Ambrosio claims that his reputation was damaged and privacy violated after an incident led to his "doxing," but details about this are unclear.
- The AWDTSG group, which claims to be a "red flag awareness group," has millions of members worldwide and was the venue where D'Ambrosio met a woman who later posted about him on the platform, leading to further allegations and personal humiliation.
- Despite the legal battles and controversies surrounding him, Nikko D'Ambrosio's lawyer, Marc Trent, has stated that D'Ambrosio considers himself a victim and aims to prevent other potential victims in similar circumstances.
