Chicago Man Jailed for Tax Evasion After Suing Ex-Dates From Facebook Group • Hollywood Unlocked

The man who sued a group of women for writing bad dating reviews on Facebook has reportedly been sentenced to serve one year in federal prison for tax fraud.

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In January, Nikko D’Ambrosio,32, was convicted for underreporting income from distributing “sweepstakes” gaming machines linked to Chicago mob figures. U.S. District Judge Thomas Durkin criticized D’Ambrosio’s inflated business expenses and mileage claims, calling them “outrageous.” D’Ambrosio admitted to falsifying tax returns but blamed his error on poor math skills and reliance on a family member. He evaded $119,000 in tax evasion for over two years and hoped to get a presidential pardon.

Before learning about his sentencing, D’Ambrosio said he established himself as a good family man and apologized to his family and friends for his behavior: “I’ve established myself as a good family man. I do go to church. I’m loyal to my faith.” Assistant U.S. Attorney Richard Rothblatt said D’Ambrosio had every incentive to file false returns and had “119,000 reasons to lie.”

“This a whodunit without the mystery. This isn’t ‘The Usual Suspects’ with Keyser Soze and a dropped mug. The defendant had 119,000 reasons to lie.”

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Although his criminal case remained under the radar, D’Ambrosio’s lawsuit against the women he previously dated from Facebook gained national attention. His suit claimed defamation and privacy violation after his name and photo were posted in the Chicago group version of “Are We Dating the Same Guy group. The post led to multiple comments from women who had negative dating experiences with D’Ambrosio, the Daily Item reported.

During his sentencing, prosecutors also displayed his text messages, which exhibited his cruel behavior towards women, challenging his claims of strong moral character and remorse. In response to his sentencing, social media users shared their views about D’Ambrosio’s lawsuit and criminal case. One user wrote, “So, his harassing messages are free speech, but women warning other women about him isn’t free speech? Jeez. His lawyers must be really bad. What a ridiculous argument.”

Another said, “what?? Grade A audacity. Trying to sue someone when you’re a criminal yourself is nasty work.”