Summer | 2026
Wherever the Crowd Gathered
"All the cool stuff is cool, but it's the people I've met and the relationships I've built along the way that are the most meaningful parts of my career."

Troy Brown graduated from Macomb High School in 1984, pretty sure of where he was headed. His father was a police officer. His brother became a detective. His sister and brother-in-law both worked at the jail. He earned a degree in law enforcement administration at Western Illinois University and set his sights on a career in uniform.
Then his second day of a temporary $5-an-hour job changed everything.
It was St. Petersburg, Florida, in the early 1990s. Troy needed work while waiting for the police department hiring to unfold. He walked into a newly built stadium, interviewed at ten in the morning, was told to buy black shoes and black pants, and came back at noon.
The next morning, alone in a control room at 6 a.m., he looked out a window and watched people arriving. That looks like Brent Musburger. Then Terry Bradshaw. Then Ed "Too Tall" Jones. Then Harvey Martin and Tony Dorsett. Then a gentleman in a fedora walked up and asked if Troy could show his wife to her seat.
It was Tom Landry.
"I had about 20 steps to figure this out before I completely embarrassed myself," he said. He found the seats by logic, settled Mrs. Landry, and walked back to work. The event was a charity flag football game between AFC and NFC greats — none of whom Troy had known when he arrived.
He never did become a police officer.
A White Sox executive running the facility became an early mentor, eventually pulling Troy into spring training security in Sarasota. The timing was extraordinary: it was 1993 and 1994, when Michael Jordan showed up to pursue baseball alongside Bo Jackson and Frank Thomas. The media footprint was unlike anything Troy had managed before.
He was hooked.
The White Sox brought him to Chicago in 1994 to help open the United Center. He stayed for twenty years. During that stretch, he worked the second Bulls three-peat, the 2003 MLB All-Star Game, the 2005 White Sox World Series, and back-to-back Blackhawks Stanley Cup championships. He managed security for the 1996 Democratic National Convention — President Clinton in the building — and was sent to Atlanta for the 1996 Olympics, where he walked through Centennial Olympic Park at the end of a shift. About thirty minutes after he left, the bomb went off.
"I'm not making it up," he said.
He was also in the background of photos when Jordan's statue was unveiled outside the United Center. Every year on Jordan's birthday, the photos circulate online, and Troy's phone lights up.
After twenty years, he took a VP role with the Cleveland Browns. The mentor who had helped give him his start years earlier was now running operations for the Cleveland Indians, 1.2 miles down the road — and introduced Troy to every city official and department head he needed. That same mentor later handed back a protégé Troy had developed in Chicago, telling him, "He's maxed out here. Take him."
Troy took him.
"When I sit back and reflect on it, it's nuts," he said of the whole run. "But it's the people I've met and the relationships I've built along the way that are the most meaningful part of my career."
After the Browns, he served as SVP of security for a professional football league startup before landing his current role as Global Security Director with Live Nation, overseeing 31 venues across the Midwest.
Through all of it, Macomb stayed close.
When Troy was about fifteen, his parents moved to Florida. He stayed behind and lived with a family who owned a farm near Blandinsville, just outside Macomb. When that property later came up for sale, he bought it — 50 acres, a hunting place, a piece of the happiest time of his life. He's owned it for twenty years.
He's on a daily text thread with five high school friends. At their 40th reunion, they pledged to gather at the farm every year — Heritage Days, cookout, families in tow. His best friend from those years, Doug Simpkins, recently came to Chicago for Troy's son's couple shower and brought his daughters. Troy's kids and Simpkins' daughters now have their own text thread and are making their own plans.
"You can't script it," Troy said. "I don't know if it gets any better than that."
He turned 60 in January and is thinking about moving back to Chicago — closer to his kids, closer to his work, three and a half hours from the farm.
"When I go back to the farm," he said, "I think I find contentment."
