Buddy Holly’s musical legacy is defined by his innovative blend of rock and roll, country, and rhythm and blues. One of his early hits that showcases this signature sound is the 1957 single “Rock Around with Ollie Vee.”

Released on the Brunswick label, “Rock Around with Ollie Vee” features Holly’s driving electric guitar work, backed by the solid rhythm section of the Picks. The song’s title refers to Ollie Vee, a character who Holly sings about wanting to “rock around” with. The lyrics tell a simple story of Holly’s desire to spend time with this mysterious Ollie Vee, set against an infectious rockabilly beat.

What makes “Rock Around with Ollie Vee” stand out is Holly’s dynamic vocal performance. His distinctive hiccupping vocal style, which would become a trademark, is on full display as he enthusiastically sings about wanting to “rock around” with Ollie Vee. The song’s infectious energy and Holly’s emotive delivery helped cement his status as one of the pioneering artists of the rockabilly genre.

“Rock Around with Ollie Vee” was recorded at Norman Petty’s studio in Clovis, New Mexico, the same facility where Holly would later record many of his most beloved hits. The song’s production captures the raw, unpolished sound that was characteristic of early rock and roll recordings. Holly’s guitar playing is crisp and vibrant, underscoring the song’s driving rhythm.

While “Rock Around with Ollie Vee” may not be as well-known as some of Holly’s later hits like “Peggy Sue” or “That’ll Be the Day,” it remains an important part of his musical legacy. The song showcases Holly’s talents as both a performer and a songwriter, foreshadowing the greatness he would achieve before his tragic death in 1959. “Rock Around with Ollie Vee” stands as a testament to Holly’s enduring influence on the evolution of rock and roll.