Trailer trash born and raised in rural Oregon, Cole left home at 18 and followed their high school sweetheart to New York City. The relationship melted and Cole ended up in show business.

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Currently, Cole can be seen as Mary Todd Lincoln in "Oh, Mary!" the critically acclaimed Off-Broadway hit comedic play which they also wrote. On television, Cole played Chip Wreck on HBO Max's "Search Party" and Chassie Tucker on "At Home with Amy Sedaris," for which they won a Writers Guild of America Award for their work on the show as a writer. Cole's solo sketch show, "Help! I'm Stuck!" had sold-out runs in New York and L.A. and a 12-city tour. During quarantine, Cole released a scrappy, lo-fi version of the show as a special which they filmed alone in their apartment. It was raved about in the New York Times. Cole played Billy in Amanda Kramer's film "Please, Baby, Please" which opened the 2022 Rotterdam International Film Festival and took top prize at Outfest. Cole's other TV writing credits include "Hacks," (for which they won two more WGA Awards) "The Other Two," "Ziwe," and "Difficult People," (on which they also played the role of Matthew). Other acting credits include "Mozart in the Jungle," "Nurse Jackie," "Big Mouth," "Man Seeking Woman," and Netflix's "The Characters." Cole originated the role of Bridget Everett's fetus in "Rock Bottom" for The Public Theater in a performance Variety referred to as "heroic." Their solo sketch comedy shows have garnered praise and buzz from the likes of The New York Times, Vice News, and PAPER Magazine. Their original comedy videos have been featured by A.V. Club and Paste Magazine. They also co-created, wrote, and starred in the lo-fi, cult-hit TV show "Jeffery & Cole Casserole."

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Cole is repped by UTA and Dan McManus at Rise Management.