I think his point is precisely that sometimes you have beautiful memories of a bad thing.
Quake 2 and Unreal Tournament are irrelevant because they're masterpieces. The movie "The Shining" holds up too, right? So what?
He does all this explanatory work with a film about a Russian with cherished memories of a shitty cabin and a music video of a couple with warm memories of a cheap and tawdry wedding.
That's not generalizing. It's extremely specific. It sounds like you're just not interested in the feeling he's describing.
He does not mean that everything you used to like is guaranteed to be bad when revisited.