Buccaneers Sign OLB Randy Gregory

APRIL 4: ESPN’s Jeremy Fowler reports Gregory’s deal has a base value of $3MM, and it can be worth up to $5MM. Re-establishing himself as a starter with a healthy season would thus help not only Gregory’s 2025 free agent prospects but notably add to his career earnings.

APRIL 3: Randy Gregory will head to a third team in eight months. The Buccaneers are bringing in the veteran edge rusher, Bleacher Report’s Jordan Schultz tweets.

The 49ers used Gregory as a rotational rusher last season, acquiring him from the Broncos before the deadline. The former Cowboys starter will turn 32 later this year. It is a one-year deal for Gregory, per Fox Sports’ Greg Auman. The Bucs have since announced the signing.

Seeking an edge rusher to replace Shaq Barrett, the Bucs are reuniting Gregory with ex-Cowboys assistant George Edwards. The two worked together in Dallas from 2020-21, when Edwards served as a senior defensive assistant. After his Cowboys exit, Edwards joined Todd Bowles‘ staff as outside linebackers coach in 2023. While the Seahawks (who employ ex-Cowboys D-line coach Aden Durde as DC) showed interest, Gregory will link up with another familiar face in Tampa.

Gregory’s market pales in comparison to where it was two years ago. The Broncos gave the former suspension mainstay a five-year, $70MM. While that would have represented good value — based on where the edge rusher market has gone in the 2020s — had Gregory stayed healthy. He did not, missing most of his first Denver season. Upon returning, Gregory fell out of favor with Sean Payton. The Broncos’ new HC was willing to take on almost all of Gregory’s 2023 salary balance to move on, doing so for only a late-round pick swap.

As the Broncos committed to using their younger OLBs, Gregory became a Nick Bosa supporting-caster alongside Chase Young and Clelin Ferrell. The 49ers have retooled on the edge, seeing all three players depart. Gregory stayed healthy last season, totaling 3.5 sacks between his Denver and San Francisco stays. Gregory did not start any games with the 49ers; he played 27 defensive snaps in Super Bowl LVIII.

Still better known for his Cowboys tenure, Gregory has flashed better form in the recent past. He commanded that 2022 offer — one the Broncos made and the Cowboys matched, only to see a contract clause torpedo the deal — Gregory registered six sacks and 17 QB hits in 2021. He did so despite missing five games due to injury. Gregory, who missed extensive time due to a knee injury in 2022, also totaled six sacks in 2018. A suspension knocked him out of the ’19 season.

The fact that Gregory is still playing in the NFL reflects positively on his commitment, as he incurred four substance-abuse suspensions in the 2010s, and the NFL changing its policy toward a more lenient stance on recreational drugs. While he has moved past this chapter of his career, the former second-round pick will need to show he can remain healthy.

Gregory will join a Bucs edge-rushing crew now spearheaded by younger talent, with Barrett — a vital part of the team’s Super Bowl LV-winning season and a former NFL sack king — becoming a cap casualty earlier this year. Barrett signed with the Dolphins soon after. The Bucs still roster Joe Tryon-Shoyinka, 2023 draftee YaYa Diaby and sixth-year rotational cog Anthony Nelson. Diaby, who moved into the starting lineup midway through last season in place of Tryon-Shoyinka, led the 2023 Bucs with 7.5 sacks. It still seems like the Bucs may add another piece on the edge — perhaps in the draft — but they will give Gregory a shot.