Eric Crapton.
Music
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Me, an elder millennial, finding out that I used to (and still do) enjoy David Gilmour's playing on a Stratocaster:

Such a weird way to put the question. Your question has nothing to do with boomers. It's who abuses their guitars the most.
If your question was actually who's the most boomer guitar hero, the only answer would be Ted Nugent.
Your question has nothing to do with boomers. It’s who abuses their guitars the most.
Well, I'm posting in the music community. If I was posting in the sociology community, fair point.
There’s a boomer playing style?
yeah, slow and with boomer bends. Boxed Pentatonic. You are not allowed outside notes, and if you do, it has to be a bent blue note.
You know nothing about music.
... have you looked at some of the solos from that era? It's mostly in some pentatonic with bends.
Huh. Well, TIL.
Here’s an article I found that seems to explain things pretty well, for anyone else just hearing about this.
Yeah, Tim's statement was awesome because he straddled between the worlds of extended techniques & shred, and pop music collaborations. So the boomers and media , hungry for the next pop sensation wanted to get to him, and his frank explanation of , as the article you linked to put it , "the crutch" really got sand in their butts.
Which had a long time coming; even though the boomers played loud and distorted, as soon as you hit distortion any wilder than sabbath or played over 200bpm would CONSTANTLY sling mud about how it's unexpressive junk, which is offensive to anyone enjoying or playing death metal, progressive metal or *shock horror* Technical Death Metal, combining the two and sometimes even adding JAZZ INFLUENCE! 😱
Thankfully headless, ergonomics guitars are becoming more and more mainstream, and these weird bands and playing styles are getting more recognition.
Brian May?
You are basically just ripping on the blues cos all the white guys appropriating it stuck with the same philosophy. And it’s Ted nugent. He’s the number one boomer asshole guitarist
Not really, I'm ripping on their attitude. I'm asking the question to know who the most typical player of their ilk is
I dig. I think I just like to shoehorn in ripping on Ted nugent any chance I get