Willie's done a number of the "crooner-type" songs before and a lot of them are ok.  I think Willie will give more justice to 'ol Blue Eyes than Bob Dylan did back in 2015 with his "Shadow In The Night" album.  IMHO.  . 

Last edited by Little Rich (December 13, 2020 1:12 am)

gopher - I think we're on the same page.  It's all relative.  I said Willie's crooner-type songs were okay.  I, personally, didn't go ga-ga over his covers of those songs.  Because of that, again relatively speaking, I think Willie will do better than Dylan did when HE tried Sinatra.  I can't judge others - I just know that I know I am familiar with both Dylan and Sinatra as well as Willie Nelson's styles and you're right - Willie's fans will not likely get too excited about his Sinatra music.
And, yes, Sinatra is stand alone but you can say the same about Dylan and Willie too.  Because Frank didn't write any songs that I'm aware of, those songs could be stylized by Willie.
Go a step further, Denver tried some Sinatra - I couldn't stand it.  Maybe it was the time when Denver was starting to lose some of his own style..  I went to one of his concerts in about 1975.  It was his second concert that night and his voice was cracking, part of the concert included some Sinatra.  His warm-up band was the Starland Vocal Band with, among others, Afternoon Delight.  They outperformed Denver BIG TIME.  FOR THE RECORD:  Denver's last Top 20 song was Fly Away, debut date 12/1975.