#5 Tom Petty and the Heartbreakers - My favorite band. Lots of his music would translate nicely into pinball theme.
#4 Mad Science - original theme with all kinds of challenges for creating potions and other creations in a laboratory.
#3 Shark Week - Not sure how you would implement it, but I think there could be all kinds of cool toys and certainly a shark attack playfield below (congo style).
#2 The Big Lebowski - Would be an all time best for callouts
#1 Nightmare Before Christmas - The artwork alone would be worth seeing this theme made into a pinball. Then add the music and potential toys. Without a doubt it would be my first NIB purchase
If I had a sixth, a Rock n' Roll hall of fame pin would be a great music themed pin that could add all kinds of rock greats into one pin