His films include Wild Wheels in 1969, Cain's Cutthroats in 1971, The Ballad of Billie Blue in 1972, Women Unchained in 1974 and Hollywood Confidential in 2008.
The film starred Don Epperson, Robert Dix, Casey Kasem, Terry Stafford, and Dovie Beams who would later find notoriety for her affair with President Ferdinand Marcos.
[4] He found a good degree of success with Cain's Cutthroats aka The Blood Seekers, a sleazy violent vengeance western that was set in the civil war era, which starred John Carradine, Scott Brady, Robert Dix, Darwin Joston, and Adair Jameson.
[5][6] Osborne directed and co-wrote the story for The Ballad of Billie Blue, a Christian-themed film with a warning message which was about a country singer who ends up in jail then finds stardom with gospel music.
[7][8] The film premiered in Grand Rapids, Michigan in February, 1972,[9] also opened Thursday April 20, 1972 at the Holland Theatre and was showing for a week.