No offense to anyone, but all these Boomers in this thread amuse me with their, "Younnnngg people don't buy pinball machines..." and "pinball will be gone in 20 years..." nonsense.
It's just silly. I'm 34 and in the last year I've owned (among many others) an Elvira's House of Horrors, a SW Pro Comic Edition, an Oktoberfest, and an AFMr SE. So I've obviously got the interest and money to buy new games. A friend of mine is also in his early 30s, and he buys a lot of new LE's sight unseen when the themes appeal to him. In 20 years when Levi's in the home, we'll still be here buying pins.
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As far as getting newer music-pin theme choices, that's tough. One of the reasons that the "Dad Rock" pins sell well is that the bands have cross-generational appeal. I grew up in the 90's and 00's listening to that era's music, but then also listening to classic stuff like Led Zepplin and The Beatles. And I mean Aerosmith, and even Metallica, still had hit songs even when I was in High School. So it's not like they're as out-of-date as some other bands.
Right now, there's a ven-diagram of bands that have meaning both for boomers and for older millenials. And a lot of dad-rock bands fall into that cross-section of appeal to people in their 50s AND their 30s. But eventually the diagram will shift and what music/themes appeal to people in their 30s and 50s will shift to newer stuff. You see this in the collector hobby. Lone Ranger collectibles aren't worth much anymore, because everyone who grew up watching the show is either dead or too old to continue the hobby. You're starting to see the same thing happen with Elvis memorabilia, the people for whom Elvis is still relevant is shrinking. My mother-in-law is mad for Elvis, but she's also 66.
The music industry and society is very different than it was in the 70s and 80s; not many music artists last more than a few years these days, and not many of them transcend the era they came up in, to have lasting appeal for years to come. Singers like Lady Gaga and Taylor Swift have both lasted for over a decade, but I'm having trouble of thinking of many others. Maybe Pink or Maroon5/Adam Levine? Maybe Coldplay, Eminem, and Drake? IDK.
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Also, a The Weeknd pin would be awesome. Actually, how bout a Hot 100 pinball machine? Could load it up with people like Dua Lipa, Billie Eilish, and Halsey. And you could use their music videos as assets for the backbox screen. Or maybe you could theme it as a "Just Dance.." pin? Haha.