Travis Tritt was one of the leading new country singers of the early '90s, holding his own against Garth Brooks, Clint Black, and Alan Jackson. He was the only one not to wear a hat and the only one to dip into bluesy Southern rock. Consequently, he developed a gutsy, outlaw image that distinguished him from the pack. Throughout the early '90s, he had a string of platinum albums and Top Ten singles, including three number one hits.

Tritt fell in love with music as a child, teaching himself how to play guitar when he was eight and beginning to write songs when he was 14. Travis was determined to have a musical career. In 1982, Tritt began his pursuit by recording a demo tape at a private studio which was owned by Danny Davenport, who happened to be an executive at Warner Brothers. Davenport heard the vocalist's songs and was impressed, deciding to take Tritt under his wing. For the next several years, the pair recorded demo tapes while Tritt played the honky tonk circuit. The singer was developing a distinctive sound, adding elements of country-rock and Southern rock to his honky tonk. Partway through in 1989, Warner Brothers' Nashville division signed Tritt, and his debut album, Country Club, appeared in the stores in the spring 1990. It was preceded by the Top Ten hit, "Country Club." Upon the release of his debut album, Tritt entered the first ranks of new country singers. His next two singles, "Help Me Hold On" and "I'm Gonna Be Somebody," hit number one and two respectively. "Put Some Drive in Your Country," which had a clear rock & roll influence, stalled at number four, since radio programmers were reluctant to feature such blatantly rock-derived music.

Despite his success, the Nashville music industry was hesitant to embrace Tritt. His music and stage show owed too much to rock & roll, and his image didn't conform with the behatted legions of new male singers. Nevertheless, Tritt had a breakthrough success with his second album, 1991's It's All About to Change. Prior to its release, he had hired manager Ken Kragen, who also worked with Lionel Richie, Trisha Yearwood, Kenny Rogers, and We Are the World. Kragen helped market Tritt in a way that appealed to both country fans and a mass audience, sending It's All About to Change into multi-platinum territory.

T-r-o-u-b-l-e, Tritt's third album, was released in 1992. Although it didn't match the success of It's All About to Change, it had the number one single, "Can I Trust You With My Heart," and went gold. Tritt bounced back in 1994 with Ten Feet Tall & Bulletproof, which went platinum, spawned the number one single "Foolish Pride," and marked his highest position, number 20, on the pop charts. His 1995 compilation Greatest Hits: From the Beginning went platinum within six months of its November release. Restless Kind was released in 1996, followed two years later by No More Looking Over My Shoulder; Down the Road I Go was issued in fall 2000.