Austin moved to Calgary, Alberta in 1998 to work on his second album. However, the project was put on hold when he was injured in a bull-riding accident on January 9, 1999. Austin was left with several broken and cracked ribs, a punctured right lung, and a gaping hole in his right leg. After his recovery, Back in Your Life was released on March 7, 2000. The album included a cover of the Steve Miller classic "Take the Money and Run," which reached No. 4 on the Canadian country singles chart. The album earned Austin six CCMA nominations, and he was again nominated for Best Country Male at the Juno's, once again losing to Paul Brandt.
Austin left his record label, ViK. Recordings, in 2001. The following year, he was approached by Civilian Records president Myles Goodwyn. His third album, Bulletproof, was released on August 13, 2002. Singles from the album didn't perform well on the charts, and Austin left the label due to creative differences.
Austin began work on his fourth album in 2005, The Red and White, which was released by LMG Records in 2007. His fifth studio album, One for One, was released be Little Ol' Records on May 26, 2009.
Austin currently lives in Steinbach, Manitoba with his wife Angela and their dog, Baxter. Austin is an avid supporter of the Canadian Forces. He has done performances for the troops and has made a tribute song to raise money for the Sapper Mike McTeague Wounded Warriors fund, called "The Red and White Brigade".