Outlaws, by definition, operate outside the system. By that criteria, there was no greater outlaw in country music during the '70s than Tompall Glaser, a running partner of Waylon Jennings and Willie Nelson who never quite managed to play the game and become a star, or even have that many hits despite being showcased on the era-defining 1976 compilation Wanted! The Outlaws, and despite chasing after outlaw cash whenever the opportunity arrived. Such contradictions are inherent within Tompall Glaser, whose attitude was quintessentially outlaw -- tales of feuds and fallouts run rife in his career -- but he would try to bend his music to fit the times, all in hopes of scoring that one elusive hit single.