Sinatra’s Swingin’ Session!!! - recorded 1960


Reprise on the Brain, or...

I’ll win at Roulette, or...

By August of 1960, it would appear that the rot had set in within the Sinatra/Capitol relationship, and I’ve heard it opined that by the time Sinatra walked into Capitol’s studios to make the Swingin’ Session!!! album, his mind was on Reprise and he just wanted to wrap things up with the Capitol part of his life.  The generalities of that are logical, but in terms of what role Reprise had in things, consider the following:

1. The sessions for the album ran from August 22 to September 1.  Eleven days after that last session, Billboard magazine ran the following:

2. Around this same time, Sinatra was also openly courting Verve Records for a possible buyout.  From Billboard, September 19, 1960, exactly one week after the Roulette story above:

In the following several weeks, both Sinatra and MGM would make offers for Verve, with Norman Granz accepting the higher offer from MGM in mid-November.  Considering the timeline, it’s hard to argue that Reprise was really in play during the Swingin’ sessions.  I suspect that part of the legend of Frank being distracted because he knew that Reprise was awaiting him like a virgin bride may have come from the fact that by the time Swingin’ Session!!! was actually released about four months later, Reprise had come to fruition, but in the late summer of 1960, such was simply not the case.  Having said that, it’s certainly possible that Frank pushed or rushed these sessions, but remember that at this point in time, he was a bankable commodity non plus ultra, with more cache than the rest of us losers put together, and the last thing he wanted at this point was to put out shoddy product.  Frank was a professional, and he knew how to buckle down and get to work, and although he may have been biting both lips and anxiously tapping all ten toes, when the red light came on, he got to work and he delivered.  At least that’s my take on things as they stood at this particular juncture in his professional and business careers.

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recording dates

August 22, 23, 31 and September 1, 1960


Dave Cavanaugh


Nelson Riddle

Release date

January 2, 1961