Kelsey has starred in several theatre productions and films. She especially enjoyed playing Dolly Levi in Hello Dolly! and Oliver Twist in Oliver! Since then, she has performed in improv comedy shows at Washington Improv Theater and stand-up comedy at Capo, Boston. After her film debut in the horror short Chloe Knight, Kelsey performed lead roles in comedy shorts, including The Dogsitter and Ambrosia.