In the Alleyway
As Garry watches, the elderly woman deposits a large, bound volume in the chest in the front of the room then proceeds to put out the candles mounted on the walls, leaving the one in her hand the only light source in the room. She turns to head toward the back door...
[sblock="ooc"]I'm gonna belay Garry's search of the alleyway for now, since he sees the old woman headed in the direction of where he thinks the door is, and I'm assuming he doesn't want her to catch him snooping around the back door.[/sblock]
Garry's View
On the Street
[sblock="Low-light vision, or Perception 15"]As your group discusses your tactics one of Daunton's finest strolls into view. It might look suspicious to be loitering in the middle of the road on a rainy night.[/sblock]
[sblock="ooc - tactics"]So far this skill challenge is open-ended. I do have a mechanic for stealth/guard distraction if your party chooses that route. You're also welcome to try to knock the guard out, but you will need to roll high initiative and land the first blow to keep him from calling out for help.
Also, keep in mind, I'm considering full success in this encounter to be pulling off the caper while leaving no evidence behind. Otherwise Berekis, your potential benefactor will have the law on his tail, and might not be as grateful as he otherwise would. Of course, you don't necessarily have to tell him you did the deed sloppily, and cast suspicion on him, but I'm thinking the more ethically-minded among your party might have problems with this. It's not nice to make trouble for people who help you, even if they are smugglers.
[sblock="Wisdom 18"]If you opt for knocking the guard out, you'd probably want to make it look like he was knocked out for some reason other than breaking into the office...[/sblock]
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Everyone Else's View