Featuring candid interviews with comedy legends, including: Janeane Garofalo, Jim Gaffigan, Margaret Cho, Aisha Tyler, Ari Shaffir, Kurt Metzger, Michael Che, Godfrey, Ted Alexandro and many more, Adventures in Comedy delves into the adversities that all comedians face on their roller coaster journeys toward fame. The film shadows one comic's (Tom McCaffrey) experiences doing stand-up, giving a glimpse into the harsh realities and struggles that come with following his dreams at any cost.