Hailed as "brilliantly funny," "a fantastic comic," and "a disgusting excuse for a person," James started doing stand-up in 2010 and has performed at the Pittsburgh Improv, Arcade Comedy Theater, DVE Comedy Festival, Burning Bridges Festival, and many other illustrious places including dive bars, bowling alleys, yogurt shops, vape shops, haunted houses, regular houses, political campaign offices, wedding rehearsal dinner afterparties, adult-themed Easter egg hunts, and Juggalo coffeehouses.