Wynn played 11 games for the Georgia Bulldogs as a true freshman. During the 2015 and 2016 seasons, Wynn started 25 of 26 games, making 23 straight starts until he missed a game against Louisiana due to injury. Prior to the 2017 season, Wynn missed several practices due to illness.[1][2] On December 11, 2017, Wynn was named a Second-team All-American.[3]
In the second game of the preseason, Wynn suffered a torn Achilles and was ruled out for the 2018 season.[10] He was placed on injured reserve on September 1, 2018.[11] Without Wynn, the Patriots won Super Bowl LIII against the Los Angeles Rams 13–3.[12]
Wynn entered the 2019 season as the Patriots starting left tackle. In Week 2, Wynn suffered a toe injury in the Patriots 43–0 shutout win against the Miami Dolphins.[13] On September 17, 2019, the Patriots placed Wynn on injured reserve as a result of the toe injury he suffered in Week 2 against the Dolphins.[14] He was designated for return from injured reserve on October 30, 2019, and began practicing with the team again. He was activated on November 19, 2019.[15]
The Patriots opened the 2020 season with Wynn as their left tackle, but in week 6 he started at left guard for the first time in his pro career.[16] He was placed on injured reserve on November 28, 2020, after suffering a knee injury in Week 11.[17]
The Patriots exercised the fifth-year option on Wynn's contract on May 3, 2021, which guarantees a salary of $10.413 million for the 2022 season.[18] He was moved over to right tackle with veteran Trent Brown moving over to the left side. He suffered a foot injury in Week 11, missed the next three games before being placed on injured reserve on December 17, 2022.[19]
Miami Dolphins
Wynn signed a one-year deal with the Dolphins on May 14, 2023.[20] He was named the Dolphins starting left guard. He was placed on injured reserve on October 24.
On March 18, 2024, Wynn re-signed with the Dolphins.[21]
On July 18, 2024, Wynn was placed on the active/physically unable to perform (PUP) list, and placed on reserves to begin the season.[22][23] He was activated on November 25.[24]