Best joined the United States Army shortly after graduating high school, eventually serving five deployments with the 2nd Ranger Battalion, before working as a private contractor for the Central Intelligence Agency.

[1] He operates a popular comedy-centric YouTube channel, has starred in a self-made movie, and published a best-selling book, a memoir of his military service written with two other authors.

[4] He operates a popular satirical channel on the online video platform YouTube, where he produces content aimed at an audience of military service members, veterans, and the firearms community.

[4] Best began making videos in El Paso with then United States Air Force member Jarred Taylor, when Best would return during breaks from contracting tours overseas.

[5] The channel has also released a number of music videos, including "Bitch I Operate", which peaked on the Billboard charts at 36.