The Four Freshmen were one of the top vocal groups of the 1950s, and formed the bridge between '40s ensembles like Mel-Tones and harmony-based rock & roll bands such as the Beach Boys as well as groups like Spanky & Our Gang and the Manhattan Transfer. The group's roots go back to the end of the 1940s and a barbershop quartet-influenced outfit called Hal's Harmonizers, organized at the Arthur Jordan Conservatory of Butler University in Indiana by two brothers, Ross and Don Barbour. Their repertoire centered on standards such as Moonglow and The Christmas Song, and they began to show an unusually free, improvisational approach to their harmony singing. A couple of membership changes brought Bob Flanigan, a cousin, into the fold alongside Hal Kratzsch, and suddenly the Four Freshmen were assembled in all but name, and that fell into place a little later.
The group struggled for a long time, living hand-to-mouth while building a repertoire and a sound — many people who've heard the group's records or are familiar with their sound are unaware that they were also completely self-contained instrumentally, each member playing more than one instrument and allowing the others to switch off to different roles. They came to attention of various jazz figures of the era, including Dizzy Gillespie, Woody Herman, and Stan Kenton, and it was Kenton who took matters into his own hands, bringing the group to the attention of Capitol Records, where the bandleader had a longstanding relationship. Thus began a long and fruitful relationship with the label, initially under the guidance of arranger Pete Rugolo — gigs followed on The Steve Allen Show (then one of the top-rated entertainment showcases on television) and with Ray Anthony's band; they also managed to make an appearance in the MGM movie Rich, Young and Pretty.