One of the frustrating patterns for me is a dialog box that doesn’t offer “skip it next time” option, or even just defaults to remembering.

My go-to examples? Apple’s Remote Desktop which always throws this thing up on connection:

And this in Photoshop upon saving a PNG file, which has been there forever:

I never change these options. These are flow-killers; trees have grown to maturity as I have spent collective hours in those dialogs over the years/​decades, even though they serve no purpose for me.

(The worst part might be if you forget this dialog waits, and move on to do other things, and the operation you thought was completed never actually finishes.)