Talk to Squirrel in the slave cages in the back of Paradise Falls.
Reconnect Squirrel's computer to the Paradise Falls network. This can be done by tampering with the terminal in Eulogy's pad (requires a Science of 50 to hack) or by repairing a cable junction box near the Paradise Falls outdoor bar (which requires a Repair of 40).
Get Forty to stop guarding the slave cages. This can be done by passing a Speech check with him, or convince Crimson (either through a Speech check or by paying her 100 caps) to lead Forty away from the cages.
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There is no reward besides karma for saving Rory. He gains no new dialogue in his new home in Moriarty's saloon.
Completing this quest before leading Rory to the front gate will invalidate the ability to save him and, thus, the karma reward. Every time he is spoken to after the quest is over, he says, "Hey, talk fast, I hate it when I talk to customers," and only a "I have to go now" dialog choice is available. This can occur if you have him wait while you go and speak to Sammy (and completing the quest).
PC After the player opens the box and speaks to Rory, if you have him wait behind, leave the area and return, he may be stuck in the ground in the rubble near the box. If you've wiped out the slavers he thanks you for helping him escape and the player receives karma as though they had taken him outside. Rory then begins to run in place in the rubble as though fleeing. If the player encounters him like this, speaking to him twice will trigger two different dialogues, one where he just thanks them for the rescue, the second where he asks them to free the kids (even if they have already been freed). This results in the player receiving positive karma twice.
Xbox 360 Interacting with Sammy in any way will cause the game to crash despite your response. This only seems to happen if you bribe Grouse for permission to enter. The quest can still be completed by killing all of the slavers and then speaking to one of the other children instead. The same applies when meeting them outside Paradise Falls.
Xbox 360 It is possible for Rory to die without penalty, even though you have to save him. Penny will act as if he is alive and the quest will complete as normal.