New Morning, Saved, Planet Waves, Basement Tapes
Source: Worked in record store for 15 years.
A lot of things about Dylan got empirically better throughout the '70s, I'll give you that. Deeper concepts, more challenging structure, yada yada yada.
The problem is that I don't decide what I listen to based on anything empirical. If I'm standing around thinking "man, I want to listen to Bob Dylan today," I'm thinking of Freewheelin'. You could say "well that's just you," but we both know it isn't. A third group probably thinks of Highway 61 or something.
Same thing goes for a lot of artists. Master of Puppets is the best Metallica album empirically, but if I'm thinking "gee I want to listen to Metallica today," I'm playing Ride the Lightning, or And Justice for All.
In any case, I think all of this subjectivity might suggest that Dylan going electric was a bad comparison for AI generated art, lol.
Because folk music had strong norms about acoustic authenticity. Going electric at the time was seen as "commercialized" and "mass produced".
We see the parallels with what some perceive as "slop" today.
