Why not do a decades/generations of music/Billboard Hot 100 over the years kinda pin? Cherry pick popular, cheap licensed music from those that want in on such an endeavor and make it work. Start with original Hank Williams, work your way to Elvis, Beatles, 70's, 80's...just iconic songs of all genres over decades...like a quasi-jukebox pin. It would probably work best with technology to make the layout kinda fluid--like drop target X isn't marked by the face of Elvis Presley, but it's actually a target that appears differently based on the era or mode you are currently playing in. Maybe that's too high tech, too much Virtual Pin nonsense. Oh, and I demand a huge-ass WOZ style screen showing music videos as the action happens.

I think you're taking it a little too literally. Obviously, several of those specific artists would probably be cost-prohibitive. Everyone's music tastes are different, but say something like 90's would be a grunge band because that's was a game-changer for music of that era...so what's a middle of the road, popular 90's grunge band--Soundgarden? I'm not a music expert and I didn't do months of research, but that was a fairly popular band yeah? I don't think Nirvana would be possible, but if so, maybe them...for 2000's I dunno, U-2? Whoever had a worldwide draw and was still relevant in the charts for that decade. Current decade? Imagine Dragons?

Obviously, pop doesn't resonate well with pin collectors and like I said, I'm sure many will say the names I threw out suck and would make their ears bleed or whatever. It's just a for instance. I think it would have potential. It doesn't have to be THE #1 for that decade...it could be several musicians/bands that stayed relevant throughout each decade.

Another idea: something iconic like Woodstock. Make it into a multiball with the Jimi Hendrix guitar riffs or something. Maybe if it keeps going, you swap in another iconic act from that show and have a clip of their stuff. Instead of just one song from one band for each decade...kinda mash-up the iconic bits that make up the evolution of music. Maybe that's too grandiose, but it's how I would tie it all in. Also, instead of Elvis, would Sinatra/the Rat Pack work for 50's...or Fats Domino?

Duh...how did I forget them?! Good call.

The possibility for strange clashes of genres is why it would have to be more of an "Evolution of Rock" kind of theme...but for the Elvis era I'd go more with Motown since Elvis already has several pins. My thought for Sinatra would just be a random callout or something like him singing "NEWWWWW YORRRRRK"...which leads to like Beastie Boys or something random that has sung about/is from New York. I'm just thinking way out there to the point where none of any one song is being played a ton...is licensing a small clip cheaper compared to an entire album or song? The clip being played when you tilt has to be ol' Hank singing "yer cheatin' heart..."