A part of the Marine Corps, James P. Conolly's first involvement with comedy was when he was asked to write a joke for a fellow officer's roast. His professional career in comedy began in 1995 at the World Famous Comedy Store. Ever since then, he has made a mark on various stages as well as shows, not only as a comic but also as a host, presenter and a radio personality. He has impressed audiences at major events like the Burbank Comedy Festival, San Luis Obispo Comedy Festival and the Boston Comedy Festival.