Holland was born and raised in Galax, Virginia. She attended Interlochen Center for the Arts and earned a Bachelor of Fine Arts from Northern Illinois University.[citation needed]
After graduating from college, she began performing at the Upright Citizens Brigade Theatre. She is a cast member of UCB's flagship show Asssscat.
Holland is a member of the comedy improv group Wild Horses, along with Lauren Lapkus, Erin Whitehead, and Stephanie Allynne.

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