
The Chargers have been working to reshape their offensive line this offseason, but they are retaining a key piece of depth in Trey Pipkins. He is expected to sign a two-year, $10MM deal to stay in Los Angeles, per NFL Network’s Tom Pelissero. An additional $2MM is available via playtime incentives.
Pipkins, 29, was a third-round pick in 2019 and served as the Chargers’ swing tackle for the first three years of his career. He made 10 starts in that span and earned the full-time right tackle job in the last year of his rookie contract. He made 14 starts and earned a three-year, $21.75MM deal to stay in Los Angeles during the 2023 offseason.
The 6-foot-6 lineman retained his starting gig in 2023, but poor performance saw him kicked into guard under Jim Harbaugh the following year. He then started at multiple spots amide the Chargers’ O-line injuries in 2025 and will be vital insurance as Pro Bowl tackle duo Rashawn Slater and Joe Alt recover from season-ending surgeries.
If both are healthy, Pipkins could also compete for a starting guard job. One will likely go to former Patriots first-round pick Cole Strange, who signed in Los Angeles on Monday. The Chargers also retained Trevor Penning, who has experience at tackle but primarily lined up on the interior in 2025. He and Pipkins could compete for the other guard job, provided they are not needed at tackle.
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