The Simpsons is a classic show, but for my money the best Matt Groening show is Futurama.
I have even passed on my love to my son. Hos room is decorated with Benders, Zoidbergs and even a Lrrr here and there.
I would love to see my two obsessions combined. We need a Futurama set.
The main guys are easy picks. Beyond the planet Express crew you can start to get to the really fun guys.
I would also go with Scruffy, Hedonism-bot, Hypnotoad, Ndnd, Clamps, URL, and the headless body of Spiro T. Agnew, to name a few.
Hts could be autos of voice actors and guys like David X. Cohen and Matt G. They could also do some cool sketch cards.
I would also do a subset/insert set of the Vice Presidential Action Rangers.
Gary Gygax, Al Gore, Michelle Nichols, Stephen Hawking and summer intern Deep Blue. If they could do an auto version it would be epic. Sadly Gary Gygax would have to be a cut auto.
I would buy a box or two.