Roy and Dale both ended up in Hollywood because of music. Dale was always singing and dancing around her home in Texas, so it was natural for her to take a job on the radio. After two or three dramatic failures, she finally became popular in the high-end Chicago nightclubs. A Hollywood scout spotted her there and dragged her out to Hollywood despite her protests. Dale joined Roy at Republic in 1944, married the popular cowboy December 31st, 1947, and joined Roy in the Roy Rogers Show for its entire duration. Dale and Roy released a number of albums together including, Many Happy Trials (with Roy “Dusty” Rogers, Jr.), Tribute (with quite a few country singers like Clint Black, Randy Travis, Emmylou Harris, and Willie Nelson), Christmas is Always, The Bible Tells Me So, Hymns of Faith, The Good Life, Jesus Loves Me, and Roy Rogers and Dale Evans’ Song Wagon – 16 Great Songs of the Old West and many more. Dale also named Dusty Rogers’ band, the High Riders.
Roy’s entrance to the music scene was much quieter and gradual. Roy’s whole family was musical, and since they lived out in the middle of nowhere, they spent a lot of time singing and playing music together. When the Slye family ended up in the fruit pickers’ ranks, they organized “barn” dances and the Slyes played the music while Roy called the dances. Roy was very shy and was reluctant to play in front of anyone but family and friends. In 1932, his older sister Mary convinced him to try out for a midnight-to-six radio show one day. This was the launching point for Roy’s career. He was quickly invited to join a band called the Rocky Mountaineers. For the next 2 years Roy was a member of many different bands – all of which made absolutely nothing. During his second year in music, Roy and two pals started the Pioneer Trio. Together, the trio created a new sound of western swing. Their mellow harmonies and rich accompaniment soon caught the ear of the west coast. Later that year, the Pioneer Trio was renamed the Sons of the Pioneers for two reasons. First of all, the trio had grown to 5 members; secondly none of the band members were old enough to have been pioneers. As the radio announcer put it, they were too young to be pioneers, but they could be sons of pioneers. The group reached the pinnacle of success, getting hired for movies, just before Roy signed on with Republic as a singing cowboy. Pat Brady (later known for his appearances as Roy’s sidekick in the Roy Rogers Show) was hired to replace Roy. The Pioneers joined their old pal at Republic for the first time in 1941 starting with Red River Valley. The Pioneers stuck with Roy until Republic chose to replace them in 1948, rather than give them a mandatory raise.
Roy’s recording career is one of the longest in history. He started recording with the Pioneers in 1934 and released his last recording in 1991, 7 years before his death. That’s 57 years of recording.