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On YouTubeChicago Bears News / Pro Football Rumors / October 11
Bears officially make LT switch
Caleb Williams has a new blind side protector coming out of the Bears’ Week 5 bye. Head coach Ben Johnson announced (via The Athletic’s Kevin Fishbain) that second-year offensive lineman Theo Benedet will start at left tackle on Monday against the Commanders.
Chicago Bears News / A to Z Sports / October 8
Ben Johnson's telling comments on Ozzy Trapilo hint more could be in store for the rookie after making his NFL debut in Week 4
Chicago Bears second-round rookie offensive tackle Ozzy Trapilo had quite the rollercoaster experience going into his first NFL season. Upon arriving to
Chicago Bears News / Chicago Bears on SI / September 28
How Ozzy Trapilo got playing time and helped Bears slow Maxx Crosby
Considering the damage inflicted by Maxx Crosby against the Bears offense through much of the game, it's difficult to pinpoint who played tackle against him as a key to the game.
The 'Active 140-yard, two TD catch games' quiz
How many of the active NFL players to rack up at least 140 receiving yards and catch two touchdowns in one game can you name in six minutes?
Chicago Bears News / ChiCitySports / September 26
Chicago Bears 2nd-round rookie has ‘discouraging’ step back
The Chicago Bears entered April’s draft with four selections in the first 72 picks. That should have meant the Bears were going to have a big impact from the youth early in the season.
32 notable NFL QBs who were acquired well into the season
It's uncommon, but not unheard of, for notable QBs to change teams -- via trade, free agency, or waiver claim -- at the 11th hour or during a season. Here are the top instances of QBs relocating late and making an impact that season.
Chicago Bears News / A to Z Sports / September 1
Ryan Poles and an anonymous NFC executive agree on one key reason why Ozzy Trapilo isn't expected to start right away for the Bears
As the Chicago Bears head toward a Week 1 date with the Minnesota Vikings next Monday, one highly-drafted rookie is expected to start his first season with the team as a reserve player.
Chicago Bears News / Chicago Bears on SI / August 20
What Ozzy Trapilo's inability to take Bears left tackle job means
There's every reason to think Braxton Jones has won the starting left tackle spot, or perhaps retained it is the proper phrasing. Coach Ben Johnson hasn’t said it yet, but Theo Benedet took no first-team snaps at left tackle on Wednesday in the last practice before Friday night's last preseason game with Kansas City .
Chicago Bears News / Pro Football Rumors / August 15
Theo Benedet enters Bears’ LT competition
One of the Bears’ top training camp battles has come at the left tackle spot. The competition is ongoing, and a fourth contender appears to have emerged.
Chicago Bears News / ChiCitySports / August 14
Crucial Chicago Bears position battle sees another contender emerge
When the Chicago Bears opened training camp, the team began a three-headed competition for the starting left tackle job. But now, it appears as if another name could be creeping into the race.
2026 first-round NFL mock draft: Three QBs in the top 10
With the month of September in the books, both the top college prospects and 2026 NFL draft order are coming into focus. Here's a look at our latest first-round NFL mock draft as of October 13, 2025.
Chicago Bears News / ChiCitySports / August 12
Chicago Bears offensive coordinator reveals latest update in ongoing left tackle battle
When the Chicago Bears opened training camp, a full-fledged three-headed battle commenced for the starting left tackle now. Now, the competition to block quarterback Caleb Williams’ blindside seems to have whittled down to two candidates.
Chicago Bears News / ChiCitySports / August 11
Chicago Bears 2nd-round rookie might not be ‘ready’ after all
The Chicago Bears‘ contest against the Miami Dolphins on Sunday provided some insight into what head coach Ben Johnson is thinking about the left tackle position.
Chicago Bears News / Chicago Bears on SI / August 2
Why it's stock up for tackle Ozzy Trapilo in Chicago Bears camp
The left tackle battle for the Bears was on hold Saturday for one of the three involved because of injury, and at this stage it wouldn't be surprising if it meant a two-player battle.
Chicago Bears News / Boston College Eagles on SI / August 1
Bears OT Ozzy Trapilo Identifies O'Brien's NFL-Style Coaching in Transition to Pro Football: Just a Minute
Former Boston College football offensive lineman Ozzy Trapilo might already be a few steps ahead of his teammates who were also drafted in the 2025 National Football League Draft. Thanks to BC head coach Bill O’Brien’s pro-style system, Trapilo said he is more comfortable with the adjustment to an NFL offense for this upcoming season and beyond.
Chicago Bears News / ChiCitySports / July 30
Chicago Bears: 1 telling question surfaces on rookie at training camp
The Chicago Bears might be trying to fit a square into a round hole out of necessity. In 2023, the Bears selected Darnell Wright with the No. 10 pick to anchor the right tackle position.
Chicago Bears News / ChiCitySports / July 23
Chicago Bears’ left tackle battle takes intriguing twist as training camp opens
At Chicago Bears training camp, there is perhaps no position battle more pertinent than at left tackle. Braxton Jones, Ozzy Trapilo and Kiran Amegadjie are all battling for the opportunity to block quarterback Caleb Williams’ blindside.
Chicago Bears News / Pro Football Rumors / July 17
Bears, second-round OT Ozzy Trapilo agree to deal
After agreeing to terms with second-round defensive lineman Shemar Turner earlier today, the Bears have now inked another one of their three Round 2 picks.
Chicago Bears News / NFLTradeRumors.co / July 17
Bears Signing Second-Round OT Ozzy Trapilo
The Chicago Bears are signing second-round OT Ozzy Trapilo to a rookie contract, per Brad Biggs. After signing second-round DT Shemar Turner earlier today,
NFL News / Yardbarker / July 15
Five NFL teams that should be most concerned about second-round pick holdouts
As rookies begin reporting to NFL training camps, most of the league's 2025 second-round picks remain unsigned.
Chicago Bears News / Chicago Bears on SI / July 10
NFL insider compares Ozzy Trapilo to former Bear and three-time Pro Bowler
When it comes to covering the Chicago Bears, there is perhaps no one better in the business than Adam Jahns. He has provided Bears fans with top-notch reporting for the last 20 years, most recently with The Athletic, though he announced earlier this week that he would be joining CHGO Bears.
Chicago Bears News / A to Z Sports / June 14
Bears' rookie Ozzy Trapilo took full advantage of his offseason opportunities and now the real battle is set to present itself during training camp
The Chicago Bears are fully off for the summer and won't report back to the team facilities until late July for the start of training camp. Now is the time for players to take a breather but also stay in playing shape and dive into the new playbook some more because once late July hits, it's full steam ahead going into the 2025 season.
Chicago Bears News / ChiCitySports / June 11
Chicago Bears rookie not wasting offseason opportunity with starters
When the Chicago Bears open training camp, their most crucial position battle will be at left tackle. Early in in the offseason, rookie Ozzy Trapilo has done everything in his power to prove why he deserves to be the Week 1 starter.
Ozzy Trapilo made major change before joining Chicago Bears
The Chicago Bears made another major investment on their new-look offensive line when they selected Ozzy Trapilo with the No. 56 overall pick in the 2025 NFL Draft.
College Football News / Boston College Eagles on SI / April 25
Boston College OT Ozzy Trapilo Selected by Bears in Second Round of 2025 NFL Draft
Another Boston College football player has come off the draft board. The Chicago Bears selected Boston College offensive tackle Ozzy Trapilo as the No.
NFL News / Yardbarker / April 25
Five burning questions entering Day 2 of NFL Draft: Where does Shedeur Sanders land?
With one round down and six to go, several things remain unanswered in the 2025 NFL Draft. As we gear up for Rounds 2 and 3, here are five pressing questions for Day 2.
NFL News / Yardbarker / March 1
NFL Scouting Combine Sunday watchlist: SEC tackle could solidify himself as OT1
Offensive linemen get the stage to themselves on Sunday. Here's a look at 10 tackles worth knowing at the combine in Indianapolis.
College Football News / Yardbarker / January 29
Five under-the-radar NFL Draft prospects improving their stock at 2025 Senior Bowl
The Senior Bowl is in full swing, featuring several big names in the 2025 NFL Draft. The event is also an excellent way for unheralded prospects to make a name for themselves.
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