Born on December 22, 1988, Brennan was raised in Winnfield, Louisiana. In the Summer of 2003, his family moved to Magnolia, Arkansas, after his father accepted a job with a lumber company. In the Summer of 2006, Brennan interned on his uncle's syndicated morning radio show, The Ace & TJ Show at WNKS, in Charlotte, North Carolina. Brennan played football and basketball during his time at Magnolia High as well as participating in Future Business Leaders of America and the Drama Club until he graduated with honors in 2007. Brennan attended Southern Arkansas University on academic and cheer leading scholarships the next fall until he left after his Fall semester of 2010. He moved to Crestview, Florida, the next Summer and spent all of three months there before returning to Arkansas. When he returned he got a job with the local Commercial Metals Company steel mill operating a cutting torch. Displeased with his situation, Brennan returned to Southern Arkansas University the following Spring and graduated two years later with a BA in Theatre.