This sounds fun. I’ll help as I can, though I’ve only watched the show on and off.

Holidays of the Future Present was going to be the ending of the show had it been canceled. It was a Christmas episode because the pilot episode was also set during Christmas. For that reason, I think it would do for a good finale episode.

I recall Barthood as a really good episode, but it had an almost entirely Bart focus, so I don’t think it would do for the show’s final episode. I would like for it to show up midway through this final season. I wonder how much of the lore messes with Holidays: isn’t that set 30 years in the future, where Barthood stops around when Bart is 20? Ideally it’d fit but if it doesn’t not the end of the world.