He was signed to Def Jam Recordings by Sha Money XL in 2010, and first gained recognition following the release of his single "Country Shit" (remixed featuring Ludacris and Bun B) in September of that year.

After parting ways with Def Jam, he launched the record label Multi Alumni in 2017 to release his subsequent albums: 4eva Is a Mighty Long Time (2017), K.R.I.T.

[3][4] Furthermore, Scott has produced for other artists, with credits on releases for Lil Wayne, 2 Chainz, T.I., Slim Thug, ASAP Ferg, Freddie Gibbs, E-40, and Berner, among others.

[8][9] In October 2010, Scott co-headlined The Smoker's Club Tour 2010 alongside fellow rappers Curren$y and Smoke DZA.

[10] In November 2010, Scott opened for Wiz Khalifa in Baltimore, Maryland Sayreville, New Jersey Winston-Salem, North Carolina and in Ashland, Virginia during the Waken Baken Tour.

In early 2011, he was featured on the cover of XXL as part of their annual Top Freshmen of the year, along with the likes of other rappers including Meek Mill, Cyhi the Prynce, Lil Twist, Yelawolf, Fred the Godson, Mac Miller, YG, Lil B, Kendrick Lamar and Diggy Simmons.

[11] In March 2011, Scott released his highly anticipated and entirely self-produced mixtape, Return of 4Eva, featuring guests David Banner, Joi, Big Sant, Chamillionaire, Raheem DeVaughn, Ludacris, and Bun B.

On April 20, 2011, Tom Breihan reviewed the mixtape for Pitchfork, giving an 8.2 out of 10 and awarding it the site's coveted "Best New Music" tag.

In an interview on Bootleg Kev's radio show, on August 10, 2012, he confirmed that he and fellow Southern rapper Yelawolf were working on a collaborative album entitled Country Cousins.

The mixtape features primary production handled by Scott himself and guest appearances by Wiz Khalifa, Future, Smoke DZA and Trinidad James among others.

[23] In August 2013, he told HipHopDX that Chad Hugo of The Neptunes, DJ Dahi and Terrace Martin will provide some of the album's soulful production.

In October 2013, he told XXL that Jim Jonsin, Rico Love, DJ Toomp, and himself would also provide production on the album.

The album marks Scott's first independent release under his Multi Alumni label, following a departure from Def Jam.

"[32] Scott has cited UGK, Outkast, 8Ball & MJG, Tupac Shakur, The Notorious B.I.G., David Banner and CeeLo Green as his influences.