> If not aligned with all parties, we would miss important flaws in the plan.

I think the difficult cases come when people's interests aren't aligned. If you're coordinating with a vendor to basically detangle yourself from their vendor-specific tooling to be able to move away from them, at some level it doesn't really make sense to read them in on that.

There are degrees to this, and I think you can argue both sides here (so ultimately it's a question of what you want to do), but parties are rarely neutral. So the tough discussions come from ones where one party is going to be losing out on something.