They have won two Grammy Awards and have written and performed music for major motion pictures, including "Woody's Roundup" from Toy Story 2 and Pixar's short film, For the Birds.

Between the second and third performances, the band still didn't have a name, but that changed in December 1977, when Fred LaBour found a copy of The Sons of The Pioneers album Riders in the Sky.

In late 1982, the Riders were approached by Steve Arwood and Randy Hale to host a television show on The Nashville Network (which had not begun broadcasting yet) called Tumbleweed Theater.

After screening the movie that would be featured in the episode, Arwood and Fred LaBour wrote the sketches that played between the films, with many of the skits carrying over to the Riders' live shows and albums.

In 1985, the Riders made their Hollywood debut when the trio landed parts in Sweet Dreams, a biographical film about the life of Patsy Cline.

After filming their part for Sweet Dreams, the Riders appeared as themselves in the made-for-television Kenny Rogers movie Wild Horses, where they performed their original compositions "Here Comes The Santa Fe" and "Blue Bonnet Lady" during a party scene.

The half-hour show was taped at the Tennessee Performing Arts Center in Nashville for the first year of episodes, but later moved to Cincinnati, Ohio beginning in 1989.

Only airing for one season (a total of 13 episodes) due to low ratings and weekly schedule changes, the show was written by George McGrath instead of the Riders themselves.

In 1998, Ash Brannon recommended to Disney and Pixar executives that Riders In The Sky be the performers of "Woody's Round-Up" for their upcoming film Toy Story 2.

The remaining members declined to make any of their usual Opry appearances during the pandemic; only Ranger Doug continued with any cowboy-related projects during the hiatus.