My kids tend to like EMs (and TNA) because the rules are easy. They also like the modern Sterns 'because they're newer'. So, the 90s B/W only get played by my husband and I.Hard to tell
For me, pinball is about returning me to when I was a teenager, So i tend to like mid70's to 1990's machines
But you find that given the chance, people like to play DMD Bally/Williams, 2010 and on Stern, or modern LCD games
As long as it is interesting, people will play
But if you are hoarding woodrails for your retirement, I think you will be out of luck
In general, I think the current trend of making modern versions of throwback pins is a good one, especially on location, because then it 'looks new' but has simple rules.