His debut album, Iron Horse, was produced by Hiland (who also played guitar and sang backup) and released on the CD Baby label on August 21, 2007.

[11] The Shrednecks and Gibbons recorded a custom version for the post-season (with lyrics referencing Red Sox highlights and Boston landmarks).

[12] Montana and the band later returned to sing The Star-Spangled Banner at Fenway Park at a May 28, 2013, ceremony honoring the winning 2004 World Series Red Sox team.

He released a video for the song on September 19 which features friend Robert J. O'Neill and "Streetbike" Tommy Passemante from MTV's Nitro Circus.

In their review of the video, Rolling Stone wrote that its "aspirational swagger is perfectly on message for Montana's eclectic musical influences".

[18] As a songwriter Montana co-wrote "Tennessee Mountain Top" and "Greatest Show on Earth" for Kid Rock's 2017 "Sweet Southern Sugar" album.

After watching the film American Sniper (which tells the story of the late U.S. Navy SEAL Chris Kyle), Montana became involved in the welfare of veterans suffering from Posttraumatic stress disorder.