[5] He was a Semi-professional bowler in his teen years, and enlisted into the United States Army before graduating high school, beginning basic training at Fort Jackson in South Carolina shortly afterwards.

[10][11] Ramsey then secured a job at the tech support company teleNetwork, where he met Burnie Burns and Gus Sorola.

In 2008, Ramsey started Achievement Hunter with his colleague Jack Pattillo, a department of Rooster Teeth Productions centered largely on video games.

Additionally, he appeared in the bi-weekly reality series Happy Hour alongside his friend and coworker Gavin Free and his second wife Griffon Ramsey.

[15] In June 2018, Rooster Teeth launched its first pop-up store in Los Angeles featuring a collection of shirts, hoodies, bags, and pins designed by Ramsey.