
Jessie Gaskell is an Emmy-winning and Oscar-writing writer based in Los Angeles.
“Like Dorothy Parker but meaner.” - Conan O’Brien
Jessie writes narrative comedy, sketches, and jokes for TV and movies. She recently wrote for the 2025 Academy Awards, and received an Emmy Award for her writing on HBO Max’s Conan O’Brien Must Go. She is the co-host of Inside Conan on Sirius XM. She has written jokes for Adam Sandler, Deon Cole, RuPaul, Triumph the Insult Comic Dog, Joel McHale, Kenan Thompson, Danielle Fishel, Ross Mathews and more.
Someday she hopes to fight one of the Paul brothers on Pay Per View.

Jessie’s Credits
Television (n: a media form popular in the 1990s)
Writer
Conan, TBS
2014-2021
Writer
Conan Without Borders, TBS
2015-2021
Producer
RuPaul’s Drag Race, VH1
2011 & 2021
Writer
MTV Movie Awards, MTV
2014

Other Work
Inside Conan:
An Important Hollywood Podcast
Script Punch-Up
McSweeney’s Internet Tendency
Dorm Life
Hand-Knit Wool Condoms on Etsy