He started off in the comedy duo Kail and the Bearded Man, and then after their demise he went solo and did "funny video game karaoke songs". Later on he reunited with the Bearded Man for some live shows and to record Humor Songs. After some time apart from music, Kail returned to the studio to record some stand-up comedy rants. He's the king of all that is grand. Yeah, baby, yeah!