'Dolton Dictator' Tiffany Henyard notches legal win against ex-landlord

Tiffany Henyard, the former Illinois official who has referred to herself as a “super mayor,” has added another win to a recent streak of victories.

Henyard, the ex-mayor of Dolton, Illinois, secured a favorable court ruling this week following an easy election win last month, as the controversial figure once nicknamed the “Dolton Dictator” works to reestablish her political profile — now as a Republican.

Henyard, who is seeking office in Georgia, appeared Monday in Cook County court, where a judge ruled that her former landlord must pay her $1,500, according to reports.

Tiffany Henyard notched the legal win this week. Facebook / Tiffany Henyard

The judge also dismissed the landlord’s claim that Henyard owed roughly $10,000 in back rent and related expenses tied to her former Dolton residence. Instead, the court ordered Henyard’s boyfriend to pay more than $7,000, WLS reported.

The landlord, Genetta Hull, brought the allegations against Henyard and her boyfriend, Kamal Woods, as part of an eviction filing in 2024, according to the Chicago Tribune.

Henyard was not held financially responsible after Judge George Canellis determined that the former Dolton village mayor and ex-Thornton Township supervisor had not signed leases for the home from 2012 through 2023, the Tribune reported.

Woods, a former municipal employee, was instead ordered to pay $7,060. The judgment was tied to unpaid rent and repair-related costs, according to the Tribune.

Canellis also ordered Hull to pay Henyard, who has switched from the Democratic Party to the Republican Party, after allegations that the landlord intentionally published the former elected official’s Social Security number.

“Henyard is a public figure and has garnered a tremendous amount of attention from the public both locally and nationally,” the judge wrote, according to the Tribune. “The court does find this to be a very serious breach of Henyard’s privacy.”

Tiffany Henyard, Mayor of Dolton, Illinois, standing and holding a box of Fannie May chocolates.

Henyard is running for office in Georgia. Instagram / @tiffanyhenyard

A thousand dollars would go toward an identity theft protection service and the other $500 for legal fees.

Henyard’s time in office in the Chicago suburb was filled with zany controversy, leading residents to dub her the worst mayor in America and catching the attention of federal authorities.

After losing her re-elections in the village and town, she has since moved to Fulton County and changed party affiliation to run for a commissioner’s seat.

She ran unopposed in a GOP primary, but still cheered the inevitable win last month.

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