Yeah, I'm sure they'll have massive sale for Black Friday but would a newer title, like Call of Duty WWII, be cheaper during Black Friday or the weeks around it or would it be cheaper now, if you were to take advantage of the buy 2/get 1 free. My guess is the latter. But for older titles, you might be better off waiting, as you might get a better discount than if you were to take advantage of the buy 2/get 1.
Call of Duty dropped a lot last holiday season, so it's possible.
How is Target on pre-order shipping? Tempted to do this for preorders but less enthusiastic if there's no pre-order release date guarantee on shipping
They can be slow. Don't expect it to arrive on release day. It can arrive anywhere from the day of release to sometime within the next 7 days after release. They're very unpredictable. The general thought is if you care about timing, don't order from Target online.