Highwayman 2 is the second studio album released by American country supergroup The Highwaymen. This album was released in 1990 on the Columbia Records label. Johnny Cash had left Columbia several years earlier, making this a "homecoming", and ultimately his final work for Columbia as the next Highwaymen album would be issued on another label. Background In the years since the first Highwaymen album, a new crop of younger stars, such as Randy Travis, Steve Earle, and Dwight Yoakam had emerged, and country radio shifted its focus accordingly. By 1989, only Nelson remained a commercial presence, having topped the charts with "Nothing I Can Do About It Now” and scored a Top 10 hit with “There You Are.” Cash's 1988 album, Classic Cash: Hall of Fame Series, was a collection of old hits that was lambasted for its slick 80s instrumentation, including synthesizers, and his most recent LP, Boom Chicka Boom, released around the same time as Highwaymen 2, didn't even chart. Jennings’ previous album, 1988's Full Circle, peaked at number 37, and Kristofferson's 1986 recording, the overtly political Repossessed, also produced by Moman, stalled at number 31. With the massive success of the first Highwaymen album, and the fading interest from country radio, it made sense for the four legends to reform for an album and tour. Recording & tour Chips Moman again resumed production duties for the second Highwaymen album. Moman, who had enjoyed tremendous success recording Nelson throughout the eighties, gave the album a contemporary sound for the time, although it may not have aged well; AllMusic contends the album “suffers from an overall homogenous and dated 1980s studio sound.” Kristofferson biographer Stephen Miller notes, “Moman produced in such a fashion – prominent drums, electric guitars, and organs – as to bring rock values to songs that, with a different approach, could just as easily have been pure country.” "Silver Stallion" was released as the first single from the album (with an accompanying music video) and reached number 25 on the charts. The album did better, rising to number 4, but it was not the success the first Highwaymen album was. Unlike that LP, there were more writing contributions from the members, with Nelson and Kristofferson providing two songs, Cash offering one, and Jennings bringing in a song he co-wrote with Roger Murrah. (Kristofferson's two contributions were recycled from previous albums: “Anthem ’84” from 1986's Repossessed and