25 years ago, Toby's debut single “Should’ve Been A Cowboy” hit the airwaves. The song became his first #1 and established him as one of country’s most prolific songwriters by becoming the most played song of the 1990’s. Toby wrote 8 of the 10 songs on the album that started it all, which has been remastered and paired with 3 unreleased tracks written by Toby between 1986 and 1990. The album is out Nov. 30. Pre-order with exclusive merch only at Toby’s store: https://UMe.lnk.to/ShouldveBeenACowb