On the Anna Kendrick / Pharrell Williams episode, the commentary centered on the dangers of drinking alcohol, and the story of how his friends put butter down his pants while he was blacked out drunk and Wheelan worrying that he was dying of an undiscovered sexually transmitted disease. On July 14, 2014, Wheelan announced through Twitter that he was no longer a cast member of "Saturday Night Live", stating, "FIRED FROM NEW YORK IT'S SATURDAY NIGHT!". A couple of days later, Wheelan admitted that he was not angry and that he is still close to some of the cast members. He claimed that he prefers stand-up. On October 24, 2017, Wheelen launched a podcast called, "Entry Level with Brooks Wheelan". In each episode, Brooks interviews a guest on the often low-paying or undesirable jobs they had before they eventually achieved success in the entertainment industry. Brooks Wheelan went to Dubuque Hempstead High School in Dubuque, Iowa, where he was crowned homecoming king. Wheelan was engaged to his longtime girlfriend but they broke it off. He openly speaks about the events of the break up in his stand up. In 2017, he started dating YouTube star Grace Helbig. Their relationship ended in October 2018.