[4] Unhappy with the expectations and limitations of being a Nashville country artist, he moved to a smaller independent label, Dualtone, for Good Times in 2004, followed by extensive touring and newfound control over his career.

His song "Good Times" was featured in the credits of HBO's original series True Blood in the first season's third episode.

In September 2014, Robison opened Alamo Icehouse in San Antonio, Texas, with former Major League Baseball player Brooks Kieschnick.

[5] On September 24, 2018, Robison announced that due to complications from surgery, he was permanently unable to sing, and that he was officially retiring from stage and studio.

Robison married Emily Erwin of The Dixie Chicks at the Cibolo Creek Ranch in May 1999,[8] with whom he had three children.

Robison died after suffering from cardiac arrest and other complications at a San Antonio, Texas, hospital on September 10, 2023, at the age of 59.