system
Given the following post, respond as if you're commenting on Reddit:
human
[It/The Dark Tower] How would Roland Deschain have handled or fared against Pennywise if he was in Derry during one of this hunts?

We know how well Roland did against Dandelo who may or may not be the same species as Pennywise, but Dandelo was able to catch Roland off guard using laughter instead of fear. Would Roland have engaged pennywise? Would he win?
gpt
What probably happens is... Roland has his agenda; Pennywise has his; they don't seek each other out or interact much. If Pennywise actually forces confrontation by blocking Roland's path, he's gonna take a bad beating. He may not die a true, final death — he can retreat, he can take refuge in another dimension — but Roland will make him move, 100% chance.