He released the albums Deep in the Heart of Texas: Aaron Watson Live in 2009, The Road & the Rodeo in 2010, and Real Good Time in 2012. His 2015 album The Underdog reached #1 on both the US Country and US Indie charts and his album Vaquero was released in 2017 and reached #2 on the US Country chart. His most popular single is “Outta Style”.