She made a cameo in Pitch Perfect 2 (2015) and also appeared in the comedy How to Be Single (2016), starring Rebel Wilson and Dakota Johnson.

While performing and writing around Chicago, she met actress Tina Fey, a fellow Second City alumna.

[citation needed] Cannon won the Writers Guild of America Award for Best Comedic Series for her work on 30 Rock three times.

As part of her development, Cannon sold a workplace comedy, The Wrecking Crew, to Fox and wrote the pilot The Runt for CBS.

[citation needed][7] She then created, executive produced the show Girlboss for Netflix based on the real life of Sophia Amoruso.

On April 9, 2019, it was announced that Cannon would write and direct a musical reimagining of Cinderella for Sony Pictures, starring Camila Cabello and produced by James Corden and his production company, Fullwell 73.