[4] Holland is a member of the comedy improv group Wild Horses, along with Lauren Lapkus, Erin Whitehead, and Stephanie Allynne.
[5][6][7] In 2022, she made several surprise appearances across the U.S. with the "Ben Schwartz and Friends"[8] long-form improv show.
In 2016, she was cast in a recurring role on the HBO series Veep and in the film Unicorn Store.
[10] On February 28, 2017, Holland was cast in the ABC comedy pilot Household Name alongside Carol Burnett.
In 2022 she portrayed principal Martha Reiser in Senior Year, a comedy movie produced by Rebel Wilson.