I found a copy of 1995's 'Desktop Toys' on archive.org, and ran it on linux with wine literally yesterday.
Windows 11 has an incompatability with 32 bit progams apparently.
I see your point, but I think we're in better shape than you estimate.
That said, we could always be in bettar shape, and as more is created, the less complete archives can be.
It's the solution on the user experience side, but not the backend/server side. For both infrastructure and idealogical reasons. These two things don't have to be the same.
Disney parks wants park visitors to feel like their exploring, but design in such a way that thepy don't actually stray that far from the preferred paths. Also they have clear sign posting.
There's no reason the fediverse can't design the opposite. Helping users into feeling like there's a set path, and that they're doing the right thing, while subtly encouraging exploration.
It's just the opposite of where all talent and techniques of internet software design are right now, so it's going to take some work.
Edit: Most people don't jump into a hedge to get off the main road, they find a small, unplanned trail or desire path, then learn to navigate the jungle when that path ends.