On March 29, 2021, Holmes was selected to play the lead role of a laid-off auto worker-turned-professional bowler (based on the life of Tom Smallwood) in a CBS sitcom pilot. On May 14, 2021, the pilot for Smallwood was ordered to series, with a mid-season debut planned for the 2021–22 television season. On November 24, CBS announced the sitcom has been retitled How We Roll, and received an adjusted first-season order of 11 episodes. On December 10, 2021, CBS announced the series would premiere on March 31, 2022. On May 12, 2022, CBS announced the show had been canceled after one season.
