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“She was a real firecracker, unafraid to speak her mind.
Following graduation in 2004, she began taking college classes, studying to be a teacher, and rented an apartment in Wrigleyville, the party-fueled neighborhood surrounding historic Wrigley Field, home to Major League Baseball’s Chicago Cubs.
A year into her education, Archer, then 19, started dating the 20 years her senior, Jeff Hollingshead, an imposing and respected Outfit associate long linked to the Grand Avenue gang, a wing of the Midwest crime syndicate which was undergoing a leadership change at that point in time.
His glass manufacturing business in Las Vegas explained his constant need to travel and why he would sometimes be gone for weeks on end.
It didn’t take long though for Jeff to come clean and to tell his future bride Jillian what he really did for a living.
Jeff Hollingshead, 49, and a former lieutenant working directly under reputed Westside captain Albert (Albie the Falcon) Vena, is currently in prison facing 40 years on kidnapping and racketeering charges.
Half-Italian and half-German with a history in the trucking industry and as a seasoned strong-arm, Jeff is a first cousin to Vena’s alleged second-in-command, Christopher (Christy the Nose) Spina. Their cooperation and testimony in front of the grand jury spearheaded the July 2014 racketeering indictment of Vena’s No.
The elderly Di Fronzo accidentally backed his sports utility vehicle into Jillian’s car, causing damage, at one of the dinners she attended, per an FBI filing.
That same FBI filing reveals an incident in Las Vegas at Rain nightclub inside The Palms Hotel and Casino in 2012 where Jillian was in the VIP lounge alongside Jeff, Vena and Bobby Panozzo and Jeff got into a physical altercation, pummeling another patron for making a lewd remark to her, at which point, police were called and nightclub personnel ushered the Grand Avenue crew mafia entourage into a secret quarters of the kitchen (served champagne and caviar while cops scoured the premises) to avoid detection.
Instead of traveling to school by elevated train, she was now being chauffeured in a limousine arranged by Hollingshead through one of his Westside crew contacts (a limo service owner working off a gambling debt provided the chauffer service free of charge).
During the time Jeff paired up with Jillian in 2005, he was legally separated from his first wife.
They purchased a cottage in upstate Galena, Illinois, near the Wisconsin border and vacationed there often, as well as out in Vegas, down in Florida or on the beach in Mexico.