Iman Bambooyani, right, the self-proclaimed “Wolf of Rush Street,” exits the Dirksen U.S. Courthouse on June 18, 2024, after pleading guilty to charges that he arranged to fly prostitutes to various cities to have sex with clients. A Chicago entrepreneur with business ties to the son-in-law of former Cook County Democratic boss Joseph Berrios pleaded guilty Tuesday to federal charges alleging he arranged to have women travel out of state for high-paid trysts with himself and others.
In addition to once running the Cook County Democratic Party, Joe Berrios was also Cook County Assessor from 2010 to 2018. Askari allegedly wrote a number of checks from his business bank account for as much as $6,000 after each of the trips. Bambooyani deposited many of the checks into his personal bank account, according to the charges.
Bambooyani is well known in several Chicago business circles, having teamed up with Weiss on a string of valet companies that provided services to pricey Rush Street restaurants and once had millions of dollars in city contracts to park cars on Chicago Public Schools properties as well as other city-owned locations.