I think rarity and collectible condition (e.g., owning a complete retail package) affect my opinion. Cosmetic condition (e.g., absolute mint, but loose, unit) comes third.
Of course, this is a spectrum, and not black and white. If someone discovers PCE games on the Virtual Console and wants to "keep it digital", more power to them. But I think there is something to be said about handling the HuCard, gripping the original TurboPad, seeing the industrial design up close. If you only play on VC, you are no less a gamer, but you are missing a small but significant aspect of the experience. I figure most here will agree with that.
So at the other end of the spectrum, you may have someone who has a CRT TV shrine set up in the basement for all the old consoles, to be played exactly as they were two or three decades ago. Then you may have someone else using S-Video or RGB mods for everything they've collected. Both types are "hard core" in their own way (keeping it real Vs. making it all it can be), but by the reasoning in the first example, there is something to be said about playing it "as it was"...
But really, everyone wins here. The losers are the ones who only play current-gen stuff.