Krauss' contract with Rounder required her to alternate between releasing a solo album and an album with Union Station, and she released the solo album "I've Got That Old Feeling" in 1990. It was her first album to rise onto the Billboard charts, peaking in the top seventy-five on the country chart. The album also was a notable point in her career as she earned her first Grammy Award, the single "Steel Rails" was her first single tracked by Billboard, and the title single "I've Got That Old Feeling" was the first song for which she recorded a music video.