I never heard much Dead until college, where I became friends with some Deadheads who had extensive bootleg collections. I fell in love with the jams before I even knew most of the songs. One college friend in the same group absolutely hated the Dead and frequently reminded us of how bad they were. Fast forward about 30 years, and the old gang is at a music festival. One band was called Uncle Claude's Band - a take-off on a Dead song title. My friend who hated the Dead was dancing to the music, telling me how great it was. He said, "I might have to buy one of their CDs." I said, "You realize these guys are a tribute band and they don't produce their own music, right? More specifically, they're a Grateful Dead tribute band - you've been dancing to Dead songs for an hour."
He finally admitted that his lifelong hatred for the Dead was based on Casey Jones, the only Dead song he'd heard on the radio.
I will say that they're an acquired taste (like coffee and beer), but well worth the effort (also like coffee and beer). I suggest going to see one of the tribute bands to get a better feel for the music. Joe Russo's Almost Dead (JRAD) is a good one, and Dark Star Orchestra is another. JRAD puts its own spin on the old tunes, while DSO reproduces entire Dead shows precisely as the Dead performed them. Although Dead and Company has 3 original members, they are, for all practical purposes, a tribute band at this point. They're good, but not as good as JRAD and DSO, in my opinion.
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