I'm one of the better RA fans on this board, obviously. (Couple users probably lap me, but I'm up there.)
It's hard for me to view this objectively. Some of his stuff with Whiskeytown is some of my favorite stuff ever. Heartbreaker and Gold are
almost modern classics, though I think both probably fall a little short of that distinction. As **** said, Faithless Street is one of the quintessential alt-country records. I don't know where they'd end up, but I think these 11 Ryan Adams songs would be in my Top 100 songs of all time.
-Houses on The Hill
-Jacksonville Skyline
-Bar Lights
-To Be Young
-Oh My Sweet Caroline
-Excuse Me While I Break My Own Heart
-Don't Wanna Know Why
-Dear Chicago
-Come Pick Me Up
-Firecracker (The Suicide Handbook version)
-Dance All Night
All that said, I think there is something missing that would make him worthy of a true music HOF. (I don't think we should factor in the Rock and Roll HOF because we all know it's a joke.) I admire Adams interest in taking risks, in goofing around with genres and with never doing exactly what people want him to be doing. The Taylor Swift thing was funny because he was actually sincere about it, and his cover of Welcome to New York and Wish You Would are genuinely great.
But... in truth, I miss the Adams who who wrote ****ing amazing songs in his 20s that were backed by a harmonica and a fiddle. I miss what Caitlin Cary helped him become when he was a degenerate high school drop out with so much poetry in his head, he would write five songs a day. Yes, maybe he was a heroin addict and a raging asshole, but my god, could he string words together back then.
Stephen Hyden highlighted a few of the unreleased songs that are on YouTube.
The Ryan Adams Conundrum: How Many Incredible Unreleased Albums Does He Have, and Does That Hurt the Ones That Do Come Out?
Frankly, a lot of his more recent stuff leaves me cold. I literally don't give a **** about any of the stuff he did with The Cardinals. Nor do I care for Halloweenhead, or even a lot of Ashes and Fire (although it was an improvement).
More than anything, I'm grateful that Adams essentially saved Jason Isbell's life and got him sober, because he's truly the best songwriter of his generation, and while Adams had the talent to claim that throne, Isbell had the attention span to actually hold onto it.