I was recruited by an Assassin's guild when my party of five was out of town, and now I have to assassinate someone and make it look like an accident. The problem is that my party has to contact my target for another mission that I am also involved in, and they don't know I have to kill the guy. How can I murder him in secrecy? You see, the guild master said that nobody could know what I do inside the guild. I think that means that everything i do should be in absolute secret. My character is very good at sneaking, perception, acrobacy and athletics, but the target seems to be very difficult to kill, as he is a drow. My concern is that the town is guarded by some sorcerers and a giant Ogre, so I don't really know how to perform the assassination, because the target is in the same Inn as my party is and we have to get some items from him
closed as primarily opinion-based by SevenSidedDie, Wibbs, KRyan, Dakeyras, okeefe Aug 31 '14 at 15:21
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With stealth, GM buy in, and probably not without the knowledge of your fellow players (though their characters don't have to know).
Here's the first thing. Take the GM aside and ask him about the expectations for this mission. He gave it to you, he certainly has and idea about how he thinks it's supposed to go down. He can help you, especially where the mechanics are concerned (the mechanics for killing a monster/NPC outright aren't particularly useful for an assassination, he may have something else in mind).
Second, let's hope your character's strong in bluff and stealth, he's going to need both of them to slip away unnoticed and pretend like he doesn't know what happened.
Lastly, it does not behoove you for your fellow players to be in the dark on this. Talk to them, this is an important plot point and while their characters shouldn't necessarily know what happened their players can, and should. Especially if they need to talk to him for something else plot wise.
From a mechanics perspective, to kill someone outright (if they have monster stats, or PC stats for that matter), the way to kill them outright is to either fight them one on one (if they are an equal level foe, you will have a big chance of losing), OR to sneak into their bedroom at night and coup de grace them. Though to be clear, a coup de grace in 4e is only an outright kill if you deal at least their bloodied value in damage (it's an auto crit though, so that should help). Again, it's important to talk to your DM about whether he is planning to use a separate rules set (Specifically something along the lines of a skill challenge perhaps) to accomplish this rather than using the combat rules since they break down in situations like this.