Contains the albums Brand New Man (1991), Hard Workin' Man (1993), Waitin' On Sundown (1994), Borderline (1996) & If You See Her (1998).

Signed to Arista Nashville in 1991, Brooks & Dunn recorded ten studio albums. They released fifty singles, of which twenty went to number one on the Hot Country Songs charts and nineteen more reached top ten. Two of these number-one songs, "My Maria" (a cover of the B.W. Stevenson song) and "Ain't Nothing 'Bout You", were the top country songs of 1996 and 2001, respectively, according to the Billboard Year-End charts. The latter is also the duo's longest-lasting number one, at six weeks. Several of their songs have also reached the Billboard Hot 100, with the number 25 peaks of "Ain't Nothing 'bout You" and "Red Dirt Road" being their highest there.

Brooks & Dunn also won the Country Music Association Vocal Duo of the Year award every year between 1992 and 2006, except for 2000. Two of their songs won the Grammy Award for Best Country Performance by a Duo or Group with Vocal: "Hard Workin' Man" in 1994 and "My Maria" in 1996.

The duo's material is known for containing influences of honky-tonk, mainstream country, and rock, as well as the contrast between Brooks' and Dunn's singing voices and on-stage personalities, although some of their music has also been criticized as formulaic. Their 1992 single "Boot Scootin' Boogie" helped re-popularize line dancing in the United States. Brooks & Dunn have collaborated with several artists, including Reba McEntire, Vince Gill, Sheryl Crow, Mac Powell, Billy Gibbons and Jerry Jeff Walker among others.

This set contains the duo’s first 5 studio albums, released between 1991 and 1998.