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3

The attacker should roll a Stealth check with advantage. The burrowing monster is hiding (under the ground) and heavily obscured (because the ground is in the way). Perception checks to detect a heavily obscured creature have disadvantage.. You can either let the burrower roll Stealth with advantage or give the victim -5 on their passive Perception to ...


4

You can roll a stealth check against their passive Perception -- but don't have to. You, the DM, decide when a character is surprised: The DM determines who might be surprised. Yes, your monsters would qualify as unseen attackers if they are hidden (should require a Stealth check), and gain advantage on the first strike. When a creature can't see you, ...


32

By RAW, the rogue can sneak attack as long as the target has an enemy within 5 ft of it From the Rogue's Sneak attack: You don’t need advantage on the attack roll if another enemy of the target is within 5 feet of it, that enemy isn’t incapacitated, and you don’t have disadvantage on the attack roll. and from the Basic Rules(Emphasis Mine) If ...


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