Do I have to rewatch them if I've seen them before?
You can do whatever you want. I personally like the idea of fresh viewings so that the films might resonate with your current self differently than your memory of the film would - but it is totally up to you. The other bit is to write up a bit about contrasting the two films and choosing a preference, if you have enough "data" and memory to do that, all the better. The 1990s US Bracket has a minimal police force.
I'll do it.
The first match-up - for solafekxela - out of the Randomizer is:
Dazed and Confusedvs.
Quiz Show I've randomly pulled all the match-ups, so the baseline bracket is set.