The packaging includes many photographs, detailed session notes, and a long essay by Will Friedwald, who explains that Sinatra followed a "singles aesthetic" that set these songs quite apart from the "concept" albums he was recording at Capitol simultaneously.

"How Are Ya' Fixed for Love" and its flip "Nothing in Common" present Sinatra with Keely Smith, the usual singing partner of Louis Prima.

The Pied Pipers, whom Sinatra had worked alongside while with Tommy Dorsey, appear with their new singer June Hutton on "Don't Change Your Mind About Me."

"; those two songs along with the aforementioned Crosby duet "Well, Did You Evah!," "Mind if I Make Love to You?," and "You're Sensational" also appear in the 1956 film High Society.

A doo-wop vocal group the Nuggets provide vocal backing for his rock and roll single "Two Hearts, Two Kisses," and the Ralph Brewster Singers are credited for the holiday single "The Christmas Waltz" with "Mistletoe and Holly."