I think the reboot of King of the Hill shows how you can do a time skip and NOT have everyone depressed JUST TO BE DEPRESSED. That's what people hate.
It makes sense for someone like Bill and Khan to be depressed but making the entire crew so....hopeless would be-
fuuuuuck.... they're doing a second act ironic reprise of my "i want" song. they're twisting the lyrics around to take on a new, crueler meaning. they're shifting my leitmotif into a different key. they got my ass.