Crowell went on to release the albums Keys to the Highway in 1989, Life Is Messy in 1992, Let the Picture Paint Itself in 1994, Jewel of the South in 1995, The Houston Kid in 2001, Fate’s Right Hand in 2003, The Outsider in 2005, Sex and Gasoline in 2008, and Kin: Songs by Mary Karr & Rodney Crowell in 2012. His album Old Yellow Moon (with Emmylou Harris) was released in 2013 and reached #4 on the US Country chart. He also released the albums Tarpaper Sky in 2014, The Traveling Kind (with Emmylou Harris) in 2015, and Close Ties in 2017. Crowell has had #1 singles with the songs “It’s Such a Small World” (with Roseanne Cash), “I Couldn’t Leave You If I Tried”, “She’s Crazy for Leavin”, “After All This Time”, and “Above and Beyond”. He won Grammy Awards for Best Country Song in 1990 and Best Americana Album in 2014.