In a surprising move, former San Francisco 49ers linebacker Randy Gregory has inked a deal with the Tampa Bay Buccaneers, marking the next chapter in his NFL journey.
Gregory’s tenure with the 49ers was brief, starting with a mid-season trade from the Denver Broncos in 2023, where he was acquired for a couple of draft picks. Despite his hefty $70 million contract, the 49ers only incurred a modest $840,000 cap hit for the 2023 season.
During his time with the 49ers, Gregory showcased glimpses of his talent, tallying 2.5 sacks and 11 tackles in five regular-season games, followed by three tackles across three playoff appearances, including the Super Bowl.

A Rollercoaster Career for Randy Gregory
Gregory’s NFL journey has been tumultuous, with early suspensions for substance abuse overshadowing his promising talent. However, he experienced a resurgence in 2020 and 2021 with the Dallas Cowboys, showcasing his ability with impressive stats before joining the Broncos in 2022.
While Gregory’s time with the 49ers provided moments of promise, his departure was inevitable, considering his asking price in free agency and the team’s salary cap constraints.
49ers’ Perspective on Gregory’s Stint
For the 49ers, Gregory’s presence added depth to their defensive lineup, a sentiment echoed by General Manager John Lynch. Despite the brevity of his tenure, Gregory’s impact was felt, with head coach Kyle Shanahan praising his contributions on the field.
Looking Ahead
As Gregory transitions to the Buccaneers, the NFL landscape continues to evolve, with players like him navigating the complexities of free agency and team dynamics. While his time with the 49ers may have been brief, Gregory’s talent and potential remain undeniable, making him a valuable asset for any team willing to invest in his abilities.