Oslin went into a third career hiatus after 2001. Speaking to "Country Music Television" in 2011, she explained that the decision to stop performing was conscious. "I asked my people, 'Do I have enough money to quit right now?' and they said, 'Yeah.' I said, 'Well, then, I quit!'" She spent frequent time at home and enjoying hobbies, such as painting. In 2008, she performed a one-woman show, which included a music and words. In 2013, she returned to the stage to perform at the Franklin Theater for the twenty fifth anniversary of her studio album, "80's Ladies." In 2014, Oslin performed a live cabaret show, which would inspire the recording of her final studio album. In 2015, "Simply" was released on Red River Entertainment. The album contained re-recordings of her previous material and one new track titled, "Do You Think About Me." "Simply" contained a session band that consisted of only four players. According to a 2015 interview, Oslin stated she decided to make the album so that fans could buy new music at her shows. Oslin went into her final retirement following the record's release.