[citation needed] After graduating from college, she began performing at the Upright Citizens Brigade Theatre.
[5] Holland is a member of the comedy improv group Wild Horses, along with Lauren Lapkus, Erin Whitehead, and Stephanie Allynne.
In 2016, she was cast in a recurring role on the HBO series Veep and in the film Unicorn Store.
[11] 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.