Robin (The Man Who Knew Too Much)

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Robin is a woman who was being used as a shield by a Crossroads Demon. Sam, without a soul, shot her and then the demon.

When Castiel removes the wall in the re-ensouled Sam, Sam shatters into three personalities, and must confront them inside his head. Robin's image appears in Sam's dreamscape as a bartender. She helps him through the first stage of putting himself back together, but correctly warns him that he will not like what he has to face to fix himself.