Oh, and in case it wasn't clear... I think your clean up looks great. A huge improvement (and more functional) than the original code you posted. And that was absolutely in the direction I'd talked about earlier.

So, apart from the with...end with stuff, and a couple of the "are you sure?" questions, everything is mostly just a matter of style and preference at this point. I just revamped a bit as a bit of a brain exercise with the thought of separating out the "ColorThisContentControlThusly" functionality, and a bit of tweaking.

EDIT: syntax and typos