Think about the following situation: You approach the guard tower stealthily. They are on watch so the DC is 15. Your party of 5 rolls a 13, two 14s, a 19 and a 24. Does the group make the check? What about a 2, a 3, two 15s and a 16? Which party is stealthier?
Oh, sure, if there’s something extra that makes sense to give them for a really good set of rolls then the former party is much more deserving of it. If it’s just a pass/fail “they saw you or they didn’t” deal then it doesn’t matter
Think about the following situation: You approach the guard tower stealthily. They are on watch so the DC is 15. Your party of 5 rolls a 13, two 14s, a 19 and a 24. Does the group make the check? What about a 2, a 3, two 15s and a 16? Which party is stealthier?
Oh, sure, if there’s something extra that makes sense to give them for a really good set of rolls then the former party is much more deserving of it. If it’s just a pass/fail “they saw you or they didn’t” deal then it doesn’t matter