[3] Nappy Roots' debut independent album Country Fried Cess was released in 1998, which led to the group being signed by Atlantic Records.

In their home state, Paul E. Patton, the governor of Kentucky, sanctioned September 16 as "Nappy Roots Day".

This critically acclaimed, major label follow-up album featured production from Kanye West, David Banner and Lil Jon.

In 2004, three songs by Nappy Roots were included in the movie soundtrack to The Ladykillers, released on Sony Music.

On July 31, 2007, they released their first album as independent artists, Innerstate Music, featuring singles "Good Day" and "Keep It Real".

[6] The critically acclaimed album The Humdinger features guest appearances from Anthony Hamilton, Greg Nice, Greg Street and Slick & Rose, with production from Sol Messiah, James "Groove" Chambers, BIG AL 360, Joe Hop and more.

In 2009 the single "We're Gonna Make it" by Skinny and Scales was released through Nappy Roots Entertainment Group.

[10] In 2018, the Cincinnati Bengals featured Nappy Roots song "Good Day" in their promotional video "Seize the DEY".