On Stealth: Putting aside the issue of two equal thieves for a moment, why not just have the stealthy one go forward, check for guards and creep back if the guards are there or motion the less stealthy one forward if there are no guards?

So you guys don't like the stealth example. What about two artificers trying to create a magic item? Or even, if we resolve it on a higher level than most systems, two fighters taking out a mob of enemies? The example doesn't really matter, if I get a solution I am probably going to try it a bunch of places and use something else in a bunch of those.