For example, lets say I door skip in round 9 and then at round 10 I have the barn door open which lets me skip the dialogue a bit, is that allowed?

my opinion is this wouldn't be allowed as its technically using the previous day as set up. Say you want to do a wave 10 IL, to reset you have to go play through 9 fully again.

I agree with you

I think if you’re doing a full run it’s allowed, but not ILs