Let me preface this by saying that I am admittedly not a giant Dylan fan. I like individual songs (Boots of Spanish Leather is a particular favorite, for instance), but Dylan isn’t someone I play when I just want to sit around and listen to music. Not even folk music.
I thought it was weird that Dylan released what is essentially a Sinatra tribute album when I came across it. The crooner sound is not something you would associate with Dylan for purely aesthetic reasons – he doesn’t have a crooner’s voice. I will allow that it’s perfectly reasonable for Bob Dylan to be fond of that music. It was very popular in his formative years. Heck, I like a lot of Sinatra’s music. But it wouldn’t occur to me that Dylan would try and make a crooner album. But he did. And honestly, it’s probably the least successful thing I’ve ever heard from Dylan. And remember, I’m not a giant Dylan fan.
The orchestration and music production of the album is fine. In fact, Dylan and his musicians play excellent backing music for these songs. The problem is entirely in the singing. Dylan is not a great singer to begin with. I didn’t think the phrasing on these songs was very well done. And I didn’t feel that Dylan’s limited vocal range was appropriate to the music.
I guess Dylan aficionados will accept anything he does. There are certainly a lot of reviews on the internet that were appreciative, even gushing for this album. But I just didn’t like it. If Dylan had done this album as instrumental, I would have liked it a lot more. As I said, the musicianship was excellent. But his weak singing, poor phrasing, and limited vocal range simply didn’t work on this album for me. I like Dylan best when the material can hide his vocal limitations, and this album contains nothing in that works for me.