Pipkins was placed on the reserve/COVID-19 list by the Chargers on October 30, 2020,[5] and was activated the next day.[6] He was placed back on the COVID-19 list on December 8,[7] and activated again on December 21.[8]
Pipkins was named the Chargers starting right tackle for the 2022 season, and started 14 games.
On March 14, 2023, Pipkins signed a three-year contract extension with the Chargers.[9] During the Week 2 loss to the Tennessee Titans, Pipkins caught a pass for a two-point conversion after being declared an eligible receiver.