In 2013, Cole began a recurring role on "Suits" as Cameron Dennis, the former mentor of Harvey Specter, one of the show's main characters. Also in 2013, Cole began a major recurring role as Kent Davison on the HBO comedy series "Veep", joining the main cast at the start of the show's second season. In 2014, he was nominated for the Primetime Emmy Award for Outstanding Guest Actor in a Comedy Series for his work in season three. Additionally, Cole was nominated with his fellow cast members for the Screen Actors Guild Award for Outstanding Performance by an Ensemble in a Comedy Series for seasons 2, 3, 4, and 5 before ultimately winning the award in 2017 for season 6.