Rewatching the old seasons it is kind of remarkable how timeless a lot of the show is. Parodying goofy sci-fi tropes far surpasses the generic South Park style relevant flavor of the month topical content. Comedy Central had this problem too but Hulu seems to have quadrupled down on this style of writing.
The episode where zoidberg needs to find a mate is always going to be funny no matter when you watch it, the episode about Fry binging streaming shows or getting a new iPhone is borderline unwatchable, not just because it's badly written (it is) but also because it's entirely reliant on knowing wtf the show is even getting at.