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The Longtime Former President and CEO of Chicago Bears Reveals Cancer Diagnosis — “Every Bears Victory Keeps My Spirit Alive”

Chicago Bears president and CEO Ted Phillips to retire at end of 2022  season - CBS Chicago

Chicago, IL – 2025

Ted Phillips, the longtime former President and CEO of the Chicago Bears from 1999 to 2022, has announced he has been diagnosed with cancer. At 71, the Bears' first non-family executive leader vowed to battle the illness with the same steady resolve that defined his decades-long tenure.

“I have recently been diagnosed with cancer and am under the care of an outstanding medical team,” Phillips said in a statement. “Every Bears victory on Soldier Field keeps my spirit strong, and I’m drawing on that grit to face this fight head-on.”

Phillips assumed the role of President and CEO in 1999, becoming the first outsider to lead the franchise outside the Halas-McCaskey family dynasty. Over his 23-year stewardship, he navigated the team through triumphs like the 2006 Super Bowl run and challenges including stadium negotiations and financial stability during lean years.

He handed over daily operations to successor Kevin Warren in 2023 after guiding the Bears through a pivotal era of modernization, including digital initiatives and community outreach that solidified the team's legacy in the Windy City. His leadership ensured the Bears remained a cornerstone of Chicago sports, preserving the franchise's deep-rooted ties to its fans amid evolving NFL landscapes.

Since retiring, Phillips has stayed engaged in philanthropy and civic endeavors, championing education and youth programs across the Chicago area—causes that echo the Bears' community-first ethos he helped foster.

Fans, alumni, and former players flooded social media with messages of support and prayers upon the news. For many in Bears Nation, Phillips' unyielding determination mirrors the franchise's own history of perseverance through highs and lows, from glory days to gritty rebuilds.

 

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Chicago Bears Rookie Gets a Fan Meeting Organized by His Mother Despite Not Having Played a Single Game for the Team
CHICAGO — Last weekend, over a hundred Da Bears fans gathered at a high school gymnasium in the suburbs, where Sophia Trapilo—the mother of rookie Ozzy Trapilo (OT, Chicago Bears)—took it upon herself to organize a small fanmeet for her son. The special part: Trapilo hasn't played a single official NFL snap yet, despite being drafted in the second round (Pick 56) in 2025. The event lasted over an hour, featuring a Q&A session, autographed photos, and a display corner showcasing Trapilo's college helmet from his Boston College days. No big sponsors, no flashy banners—just a small stage, a few rows of folding chairs, and the heartfelt enthusiasm of a mom who believes her son is "being underrated." "You might not have seen him on TV yet, but I've lived with him for 21 years," Sophia said, her voice choking up. "My son is the hidden gem of this team. He deserves the opportunity, and when it comes, he'll grab it with both hands—with those massive paws and that 6'8" frame of his!" According to those close to him, Trapilo is the introverted type: quiet, but all action. At training camp, he stood out in blocking drills and was especially diligent with film study. Still, his playing time hasn't opened up amid a deep offensive line room featuring Braxton Jones and Darnell Wright. The fanmeet thus served as both an introduction and a morale boost. Sophia didn't hold back in sharing her son's journey: "From a lanky kid who had to duck under doorframes just to get through the house, to the young man willing to sleep on a film room couch to break down every pass set, every run block... Nothing here is 'by chance'—just discipline, perseverance, and faith." A team media relations assistant—reportedly there unofficially—offered a brief comment after the event: "We appreciate the love families show for our players. Personnel decisions are always based on tactical needs and practice performance. Ozzy is on the right track." On social media, reactions were split. Some fans called hosting a fanmeet before any game action "too soon." Others found it touching, moved by a mother's devotion. Sophia fired back right on the mic: "I'm not here to demand a spot for him. I'm here to remind him—and everyone—that dreams don't just start when you're called on the big stage. Dreams start the day you dare to believe you're good enough." As for Trapilo, he bowed his head in thanks, saying just one line before retreating backstage: "I'll let the work do the talking." The fanmeet wrapped with a group photo, Sophia hugging her son and whispering something the reporters couldn't catch. All that was visible was Trapilo smiling, pulling his Bears cap low, then heading out of the gym amid cheers from a few dozen kids high-fiving him. Expert Take (brief): Trapilo wasn't a combine headliner, but his college tape shows solid footwork in pass protection, anchor strength against bull rushes, and quick hands (33.5-inch arms). In Matt Eberflus's run-heavy scheme with Caleb Williams, a "hidden gem" like that could anchor the line if he earns trust in early-down and red-zone packages. Wrap: Mom might be "a beat ahead," but today's story isn't PR. It's a mother's right to believe in her son, and a rookie's right to quietly knock on opportunity's door—until it swings open.