Perry completed The Second City Training Center Writing Program in 2018. Since then, she has written, performed, and directed independent sketch revues in their studio theatres.

Perry wrote, directed, and performed in Emojinal Rollercoaster, a sketch show with Quick Pickle ensemble. The show had a three week run in The de Maat Studio Theatre then performed in iO’s Bentwood Festival.

Perry wrote and performed in The Second City Training Center’s Sketchcast.

In 2018, two of Perry’s sketches were chosen for The Mary Scruggs’ Works by Women Festival at The Second City. They were performed and critiqued in two staged reading series.