[7] Cobb has written songs for a variety of country artists, including Luke Bryan, Kellie Pickler, Kenny Chesney, Miranda Lambert, Little Big Town, The Oak Ridge Boys as well as many others.

Brent made his vocal debut at age 7 when he sang Tim McGraw's "Don't Take the Girl" with his father's band in a Richland, Georgia festival performance.

Initially, Cobb worked as a photo developer at Walgreens but eventually managed to negotiate a songwriting contract with Carnival Music Publishing within the year.

[3] After obtaining his songwriting contract, Cobb then went on to write a variety of songs for many prominent stars, such as Luke Bryan's "Tailgate Blues", David Nail and Frankie Ballard's "Grandpa's Farm", Kellie Pickler's "Rockaway", Kenny Chesney's "Don't It", Miranda Lambert's "Old Sh!t", as well as numerous other performers.

[2][5][11] Cobb released a self-titled EP in 2012, and began opening for established stars such as Blake Shelton and Sara Evans, playing around 120 dates per year.

[5][12] On October 7, 2016, Cobb's major-label debut album, Shine On Rainy Day, was released via the Elektra Records imprint, Low Country Sound.

"[5] Lyrically, Cobb's songs often detail experiences of rural living in a conversational tone[1] and "the influence of his Southern raising is weaved through nearly every note and line.