As a child of the 1960s I was addicted to the music of that era and it still comprises the bulk of my listening.
I never listened very much to Frank Sinatra and figured that was something for my Italians relatives who were a generation ahead of me.
Al Kooper has been around for years. He was in the original incarnation of Blood Sweat and Tears. He is probably most famous and most remembered as the guy who played the organ on Bob Dylan’s “Like a Rolling Stone”.
I visited Kooper’s website several years ago and he has listed there his personal list of the top 100 recordings of all time. His number one is the incredible “Pet Sounds” by the Beach Boys. I was very surprised that his numero dos was Sinatra’s “Songs for Swingin’ Lovers” with which I was not familiar.
So on Kooper’s reco I purchased “Songs for Swingin’ Lovers” and eventually several other Sinatra hits. It is very different than the 60s stuff which I favor but Sinatra is an amazing stylist with a clean crisp voice.
Give it a try as I think you will enjoy.