That really ignores the subgenres so bizarre they were considered jokes. Nightcore, dubstep, vaporwave, witch house, et cetera. All of those influenced popular culture and popular music. In terms of mainstream experimentation - Radiohead alone, come on. The Flaming Lips careened through popularity and back into weird shit like a hyperbolic comet. A Deftones fan in the 90s would listen to "Spell Of Mathematics" and ask if it sounds like that on purpose. Chappel Roan's "Good Luck, Babe" would not have been made the same, a decade prior; what she'd be guide toward is more like Adele's "Your New Love."
Rick Rubin is still alive and working. Artists give him their latest tracks for a vibe check and he consistently steers them toward success. And he tells says, he doesn't give a shit what's popular, because people have no idea what they want next.
Stallman was right.