Her debut album, 2019's The Bakery Case, was produced by Grammy winner Dan Schlissel for Stand Up!
[3] As a child, Chitwood was heavily involved in the stage-theater world; both her parents ran theaters, and she spent much of her childhood around the stage, as well as her grandfather's farm.
[4] She studied theater in college but left early to pursue an acting career in New York City, then decided to focus on stand-up comedy at age 21.
[5][3][4][6][7] A regular performer at the Chicago Laugh Factory, Chitwood has also appeared at the Altercation Comedy Festival, Riot LA, Hollywood Improv, and Milwaukee Riverwest Femfest.
[8] Chitwood's album, The Bakery Case, is named for the Supreme Court case Masterpiece Cakeshop v. Colorado Civil Rights Commission, which dealt with whether a business could refuse service to LGBT clientele due to religious belief.