((Nobody? Alright.))
Move to subdue the guard watching the TV. Tranq him once close or as soon as he reacts to my presence, shoot him with multiple darts if the gun is semi-auto. Attempt to keep him from making noise, if possible.
You sneak down the hallway and take a look into the room. The two armoured guards from before have moved on, so you sneak as close as you dare to the checkpoint guard.
[CRIT] You sneak all the way, right up next to him. You shoot him in the neck and pull him down, covering his mouth. He struggles for a few moments before falling asleep.
"Impress me, you might get a reward if your as good as you seem to think you are."
Without another word, the brute jumps from the alley and drags the woman back, throwing her against the dumpster. She cries out in pain, but your ally grabs her by the neck. "Scream, and you're dead. Give me your credsticks, your necklace, and that nice ring." He tosses her back down. She fumbles for her purse and immediately pulls out her mace. Harold is quicker than you thought, though, as he slaps the can from her hand. "Do you want to fucking die? Give me the money!" Meekly, she hands over a couple credsticks along with her jewelry.
"Thanks," Harold says, kicking her once to show his gratitude. "C'mon, let's get out of here." He starts running back to the Depths, and you follow.
Once you're back down in the relative safety of the underground city, Harold scans his loot. "One 80, one 40, and two 20's. That's, uh... like 200? And this ring will go for at least 250. Dunno if the necklace is worth anything..."