Holly recorded seven albums with The Buckaroos from 1968-1970 without Buck Owens, all of which were chart topping records. The Buckaroos albums contained instrumentals along with Holly and Don Rich sharing the role of lead vocalists, each having solo songs on every album. The band won a number of awards, including Grammys and CMAs (Country Music Awards). While Holly was with The Buckaroos they were nominated as "Band Of The Year" seven consecutive years from the Academy of Country Music from 1965 to 1971, winning the award four years in a row from 1965-1968. They were also nominated as "Instrumental Group of the Year" for five consecutive years from 1967-1971 by the Country Music Awards, winning twice in 1967 and 1968.