[1] Oliver was formerly a guitarist for the American country music group Blackhawk, Reba McEntire, Steven Curtis Chapman and Geoff Moore and the Distance.

After leaving The Distance, Oliver formed a rock trio called The Ministers with Jimmie Lee Sloas and Kip Raines.

Chapman's album "The Live Adventure", which included the song "Tuesdays Child", co-written by Oliver, won a Grammy in 1994.

Following the Live Adventure tour, Oliver joined the American country music group Blackhawk as guitarist.

[2] When Blackhawk founding member Van Stephenson died from cancer, Oliver left the band and began touring with McEntire as her lead guitarist.

Oliver co-wrote, produced and played all instruments for James Storm's theme, "Longnecks and Rednecks" by Serg Salinas featuring Montgomery Gentry, and also appeared in the 2012 music video.