Most listened to artist

Richard Thompson

Rodney Crowell

NRBQ

The Band

John Mayall (Turning Point especially)

Sandy Denny

Lou Reed

The Kinks

Lightning Hopkins

Roy Buchanan

@davetherave11

Re simonmoon’s comment. I remember an article in TV Guide that mentioned Sherman Helmsley listening to Yes’ "Close to the Edge" in his dressing room, so I believe I’ve connected some of the dots in your post.

Ha!

I worked in a record store in the San Fernando Valley,  that specialized in progressive rock, especially importing obscure bands from all over the world.

At least once a month. Sherman Hemsley and  his entourage would come in the store. He was usually too high to drive himself.

I was his go to guy to recommend new prog and fusion releases. He used to walk out of the store with a pretty big stack.

He loved Italian prog (PFM, Banco, Museo Rosenbach, etc), He was also a big Nektar fan. 

He also loved fusion such as, Return to Forever, Mahavishnu Orchestra, Brand X, etc.

50 years of listening would in no order probably be;

Dave Alvin

Roomful of Blues

Little Feat

Steely Dan

Van Morrison

The Band

Black Keys

Johnny Adams

Talking Heads

R E M

@bzawa 

I was so surprised by the number of responses that I had to do a count. Would anybody care to guess which artists received the most votes?

 

Seems like Stones, Steely Dan and G. Dead are pretty popular, here.  

No order and just the most often listened to in my lifetime:  Milstein, Heifetz, The Los Angeles Jewish Symphony (live), Shelly Manne (in jazz combos), Jan Peerce (opera and liturgical), Ruth Etting, Leonard Pennario, Sinatra, Ella Fitzgerald and Claudia Muzio   

While they are still all favorites, I have 100s more favorites that I listen to regularly.  Sinatra is ubiquitous and heard everywhere.  Manne in jazz is the same in small jazz combos.  Music is my avocation.  I have 61,100 LPs/CDs/78s/R2R recordings in my collection and listen 2 hours minimum nightly.  I certainly have heard Hal Blaine and the wrecking crew all the time with their possibly 10,000 recordings/backing for film and recordings, who hasn't that is a baby boomer?