First, it was Shemar Turner, who agreed to a four-year, $7.1 million contract on Thursday. A short while later, the Chicago Bears came to terms with Turner’s fellow second-round pick, offensive lineman Ozzy Trapilo.
Moreover, Trapilo one-upped Turner on his deal.
Bears OT Ozzy Trapilo Gets More Guaranteed Money Than Shemar Turner
Ozzy Trapilo Gets More Guaranteed Money Than Predecessor
Traplio’s deal is worth $7.7 million, with rookie deals pre-set according to their draft slot. But guarantees had held up the process. With training camps approaching, deals are flowing.
“The Bears have agreed to terms with second-round OT Ozzy Trapilo, per source,” Sports Illustrated’s Albert Breer reported on X on July 17. “He’s the fourth second-round pick to sign—and he’s doing a four-year deal with the first two years fully guaranteed, and the third year 72% guaranteed.”
The Bears selected Trapilo with the No. 56 overall pick of the 2025 NFL Draft and Turner at No. 62, so it tracks that he would receive a greater portion of his contract guaranteed than his defensive teammate, who received an “extra 35%” in his third season.
Now, what that is is unclear, but reporting on contracts is largely about the numbers until the full details (i.e., language) emerge.
In that sense, Trapilo has indeed bested Turner.
Dallas Cowboys edge rusher Marshawn Kneeland, the No. 56 pick in 2024, received a four-year, $6.8 million contract with four million fully guaranteed. Kneeland’s deal includes $321,608 of his $1.4 million base salary guaranteed in the third year, or 22.7%.
Wide receiver Luther Burden III, the No. 39 overall pick, is the Bears’ final second-rounder who remains unsigned amid the slew of agreements.
Ozzy Trapilo ‘In The Mix’ for Bears’ LT1 Job

Trapilo’s versatility was a selling point, and the 6-foot-8 lineman was ready to put it on display however needed. However, the Bears left him at left tackle during the offseason program. That was, at least in part, because starter Braxton Jones was sidelined with an ankle injury.
Jones’ status for training camp remains uncertain, and Trapilo is poised to build off his encouraging early exhibition.
“He’ll be in the left tackle mix this summer,” Breer said in his post.
Jones is recovering from ankle surgery for an injury that cost him the final two games of the 2024 campaign. Jones was an anchor on the left side for the Bears as a rookie. He also has the faith of the new coaching staff helmed by Ben Johnson.
Still, the Bears used a premium pick on Trapilo. They did not hesitate to plug him in on Caleb Williams’ blind side during the offseason program, either.
It should come as no surprise if that continues into training camp, even after Jones is healthy.