3. Glenn Frey ('Smuggler's Blues,' Season One)
The musician perhaps most closely identified with the show was the Eagles' Glenn Frey, whose solo career took flight after his 1984 single "Smuggler's Blues" inspired one of the series' best shows. Frey played Jimmy Cole, a bush pilot perhaps inspired by real-life "Cocaine Cowboy" Mickey Munday, in the Emmy-nominated episode named after his song; though this was Frey's only appearance on the show as an actor, he contributed music to other episodes, including "You Belong To The City," which became a No. 2 single after debuting in Season Two's "Prodigal Son." Frey's stellar job as Cole led to a handful of additional acting roles (Jerry Maguire, Arli$$). He even got his own network series, CBS' South of Sunset, though it was DOA after one 1993 pilot.