User blog comment:BeholderofStuff/Pennywise vs Freddy Krueger (NOT A WHO WOULD WIN BATTLE)/@comment-24439896-20200219022956

Having consumed both works Freddy and IT are from, I think it really comes down to a matter of personal preference. I think Freddy is more "fun" but isn't really that scary after the first Elm Street movie. Pennywise has his comedic moments, but is overall played seriously and as terrifying.

Ultimately, while I'm not going to tell you which to choose, I do notice is that the Pennywise columns makes arguments for things Pennywise does good, while the Freddy column makes arguments for things Freddy does that are not just good, but better than things Pennywise does. You seem to have more grievances with Pennywise than you do with Freddy based on what I'm reading here. But I'll leave it up to you to determine which to choose and how much the flaws you have listed affect your enjoyment of the characters.