HEADLINES

Ozzy Trapilo

Theo Benedet Enters Bears’ LT Competition

August 15th, 2025 at 8:44pm CST by Adam La Rose

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.

[RELATED: Recapping Bears’ Offseason]

Theo Benedet has seen time with the starting offense during three practices this week, as detailed by ESPN’s Courtney Cronin. The 2024 undrafted free agent spent last season on Chicago’s practice squad, but with the left tackle competition being labeled wide open by new head coach Ben Johnson, opportunities have presented themselves recently. Benedet worked at left and right tackle during the Bears’ preseason opener.

“He’s right in the middle of it,” Johnson said. “I’ve been very, very excited about Theo and what he’s done both on the right and the left side. He was probably overlooked to start this competition, but the longer this thing’s gone on, there’s a strong argument for what he’s put on tape.”

Benedet entered the NFL after playing collegiately in Canada. The University of British Columbia product has yet to play a regular season snap, so it would certainly come as a surprise if he were to land the Week 1 job. Still, the fact that Benedet, 23, has inserted himself into the conversation is noteworthy. Incumbent Braxton Jones recently received full medical clearance and he has also seen time with the starters up front during camp.

Second-round rookie Ozzy Trapilo has worked at both tackle spots this summer. The Boston College alum primarily operated as a right tackle in college, but he could find himself on the blindside depending on how the coming weeks play out. 2024 third-rounder Kiran Amegadjie has been in the mix, although he found himself with the third-team offense on Wednesday (h/t Brad Biggs of the Chicago Tribune). The Yale product has missed considerable time this summer with a leg injury, hindering his chances of winning the starting gig. Johnson aims to have a clear-cut winner in place soon, and the upcoming preseason game could prove to be telling.

“We’ll go as long as we need to go to find the right guy,” Johnson said (via Cronen). “But we’d like to see someone go ahead and make it clear to us that he is that guy and we just haven’t seen that yet as a staff. There’s been too much up and down.”

Each of the candidates for the left tackle gig could see action on Sunday against the Bills. It will be interesting to see how Benedet in particular fares as the Bears seek out clarity regarding the overall depth chart up front.

Braxton Jones Receives Clearance; Bears Holding LT Competition

July 23rd, 2025 at 1:32pm CST by Sam Robinson

Braxton Jones made a quick leap from Division I-FCS blocker to starting NFL left tackle as a rookie, moving into the Bears’ starting lineup despite being a 2022 fifth-round pick. As Jones prepares for a contract year, however, the situation has changed.

The Bears have seen their three-year LT starter receive clearance, according to the Chicago Tribune’s Brad Biggs. Although Jones will need a ramp-up period as he wraps up his return from ankle surgery, he avoided the active/PUP list to open training camp. That is significant, but the Bears are not planning to give him the blindside gig without competition this year.

Kiran Amegadjie and Ozzy Trapilo, respectively chosen on Day 2 of the past two drafts, are competing with Jones for the LT post, ESPN’s Courtney Cronin notes. Ben Johnson referred to Jones’ experience making him the frontrunner, but the new HC referred to this as a true competition. That differs from how Chicago has proceeded at LT over the previous two summers.

Jones, 26, has started all 40 games he has played as a pro. This included 17 during the Bears’ woeful 2022 season. Over the past two years, though, the Southern Utah product has missed a combined 11 games. This included five due to knee and ankle injuries last season.

The fractured ankle Jones sustained in December defined his offseason, as he was a nonparticipant and rumored to be destined for the active/PUP list come training camp. Jones will at least have a better chance to stake his claim to keep the blindside job now that he has avoided it, but the new Bears staff will greenlight a challenge after the two abbreviated seasons.

Trapilo probably represents the bigger threat here, seeing as he is a second-round pick chosen on Johnson’s watch. Other than Darnell Wright, Trapilo is the Bears’ highest-drafted tackle (No. 56 overall) since Gabe Carimi (Round 1, 2011). Technically, Teven Jenkins (No. 39, 2021) was a tackle draftee; but he spent three years at guard in Chicago. The Bears appear prepared to, at the very least, groom the 6-foot-8 Trapilo for long-term LT duty.

Trapilo took first-team reps with the Bears’ first-stringers during team periods in their first camp workout, per Cronin. With Jones needing a bit of time to reacclimate, this does not seem to indicate Trapilo has an early lead. But it would point to the new staff having a slightly higher opinion of him than Amegadjie, chosen in Round 3 during Matt Eberflus‘ truncated final year on the job. The Yale alum missed a chunk of his rookie season due to injury, playing 125 snaps in six games.

Pro Football Focus has graded Jones as a top-35 tackle in each of his three seasons. This includes 19th- and 22nd-place rankings in 2022 and ’24. An opportunity exists for Jones to bolster his 2026 free agency stock by fending off the younger players for the gig. As of now, it does not look like he is a particularly important extension candidate in Chicago. A good contract year would place him as a high-end 2026 free agent. The next several weeks will be pivotal in forging this path.

Bears, Second-Round OT Ozzy Trapilo Agree To Deal

July 17th, 2025 at 5:55pm CST by Ben Levine

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. Brad Biggs of the Chicago Tribune reports that the Bears have a “deal in place” with offensive tackle Ozzy Trapilo.

[RELATED: Bears, Second-Round DL Shemar Turner Agree To Terms]

Around the league, a number of second-round picks remain unsigned as they push for more guaranteed money. Albert Breer of TheMMQB reports that Trapilo got the first two seasons of his four-year rookie pact guaranteed. The third season of that deal is 72 percent guaranteed. This is a slightly better arrangement than Turner, who only got a 35-percent guarantee on that third year.

Trapilo established himself as one of the top offensive tackles in the nation during his time at Boston College After earning second-team All-ACC honors in 2023, he got a first-team nod in 2024. Those performances helped make him the 56th-overall pick in this year’s draft. The lineman played on both sides of the offensive line during his time with the Eagles, and there’s a chance the Bears capitalize on that versatility in the NFL.

While the interior of Chicago’s offensive line should consist of all newcomers in 2025, the Bears still have holdovers Braxton Jones and Darnell Wright penciled in at the tackle spots. However, Jones is still recovering from the fractured fibula he suffered towards the end of last season, and there are rumblings that he’ll be a limited participant during training camp. That would provide an opening for the rookie to step in and run with the hob.

As second-round picks around the league remain unsigned, the Bears have made some progress today signing their rooks. Focus will now turn to receiver Luther Burden (39th overall), who represents Chicago’s final unsigned draft pick.

33 Unsigned 2025 Draft Picks Remain

July 9th, 2025 at 9:19pm CST by Ely Allen

The NFL has hit a logjam and is collectively lagging far behind where it normally is at this point in the offseason. Two years ago, the league hit its last 30 unsigned players before July. Last year, teams were signing rookies as quickly as they were drafting them, and only 10 players remained unsigned by June 17. A couple intriguing situations have caused pens to go quiet in 2025, and as a result, here are the 33 remaining unsigned rookies of the 2025 NFL Draft:

Round 1:

Round 2:

Round 4:

  • No. 107 (Jaguars): Jack Kiser (LB, Notre Dame)

In recent years, a trend has seen second-rounders lasting the longest, but what we’re seeing this year is unheard of. As rookies have been getting a bit of flexibility in negotiating structures of guarantees, getting deals done has become a waiting game of seeing what surrounding picks are getting for comparison. Last year, teams breezed through the issue, but 2025 has seen significantly increased troubles.

Texans wide receiver Jayden Higgins set the tone by signing a fully guaranteed rookie contract, the first ever for a second-round selection. The next day, the Browns were essentially forced to do the same for Carson Schwesinger, picked one slot before Higgins. Shough, the Saints rookie quarterback, is seeking the same deal, hoping that his elevated status as a passer will help convince New Orleans to continue making history. Shough’s efforts have caused every pick between him and Higgins to stand pat, waiting to see if they get to ask for full guarantees from their teams, as well. This would be a drastic development, as last year’s 40th overall pick, Cooper DeJean, received only two fully guaranteed years with only partial guarantees in Year 3.

The biggest story outside of the second round is that of the standoff between Stewart and the Bengals. Stewart has issues with what he perceives as a lack of protection in Cincinnati’s offer that causes a contract default in any year to void any guarantees in all the following years. It’s a new precedent the team is trying to set, and Stewart seems intent on preventing them from doing so.

It will be interesting to see which standoff gets settled first: Stewart’s or Shough’s. The latter standoff ending would likely set off a domino reaction of second-round deals that would help a large number of teams close out their rookie classes. To this point, only four NFL teams have done so.