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Message: <blockquote data-quote="Chaosmancer" data-source="post: 9428583" data-attributes="member: 6801228">You compare the monsters stealth to the player's passive perception. Or if you properly foreshadowed, the player will take the search action, and roll against the monster's stealth, spotting the ambush ahead of time and preventing the surprise.You could, or you could use a passive stealth score. Not sure why you think the Player's Handbook should cover how the DM handles large groups of monsters making the same skill check.That depends on if the player takes an action or not to search or look for danger.No, it would be a single check versus all of the stealth scores.Except all of this IS in the rules, except for the single bit about "how do I as the DM handle large groups of monsters making the same skill check". These rules are perfectly functional, if you allow them to function instead of bemoaning how they do not function, falling to your knees, and screaming at the clouds.</blockquote>