After high school, he studied at the State University of New York at Buffalo where he double majored in Theater and History, earning a bachelor's degree.

After the initial release of Cataclysm, Jesse expanded his coverage into "Let's Play" style gaming videos and eventually into a weekly "show" format featuring friends and colleagues.

"[10][11] Cox co-hosted the Co-Optional Podcast alongside his friends Brooke "Dodger" Thorne and John "TotalBiscuit" Bain (prior to his passing in 2018).

The gaming Podcast was hosted every week, usually with a fourth special guest, or their friend Eric "Crendor" Hraab in a heavily recurring role.

Cox and Hraab discuss one another's personal and professional lives, poke fun at entertaining news stories, and do humorous reports on traffic, sports, and weather, the latter of which utilizes the hometowns of viewers.

The show features Cox, Thorne, and a weekly guest engaging in discussions about game news, sharing personal stories, and exploring general topics.

[17] His next project called, Gestalt: Steam & Cinder, is an side-scrolling action RPG which he worked on as an executive producer alongside his The Geekenders Podcast co-host, Dodger.

[18][19] CoxCon was a video game and content creator convention,[6] hosted by Cox and held annually in Telford, United Kingdom from 2015 to 2019.