It all began when he was 16 years old watching an HBO comedy special featuring David Brenner , he wanted to be a comedian. On a Friday night in November 2006 in Rockville, Maryland, Irwin began to act on that dream. He finally took the stage for the first time. Since then, he has been on stage hundreds of times. He has performed in comedy clubs, bars, and even at his own high school reunion.
His comedy revolves around his family, relationships, religion, and society in general. He was raised in a farming community in upstate New York, by a single Jewish mother household. He blames his mother for his bizarre views on parenting, and his overall outlook on life. He brings an energy to the room that makes audiences laugh wherever he performs. His style can be described as a mix of David Brenner and George Carlin, with a touch of Don Rickles.