In last night's game, the PCs were sneaking around a cultists' compound while the bad guys were sleeping. The situation required them to make quite a few Stealth checks, but I wasn't really sure how to handle this for the group as a whole. What do you other GMs do in this sort of situation?
1) Do the PCs each roll Stealth individually? I think this is the RAW solution, but I was worried that it would penalize the one PC who has invested a lot in being sneaky, since if one PC fails and wakes the cultists, they all essentially fail.
2) Can a sneaky PC "pave the way," rolling first, and getting to the destination, then giving the others a boost die or two to make their own rolls easier? I suppose this would be a possible use of an Advantage or two from the sneaky PC, but would you allow this without that PC rolling Advantage to justify it?
3) Or, can the sneaky PC roll for everyone, possibly with a setback for each additional character he's trying to sneak along with him? Or is that too overpowered?
4) Finally, is there any way Leadership would help the sneaky PC buff the non-sneaky PCs somehow?
Thanks for any pointers!