Begins in “Jump the Shark” Season 4 Episode 19. You know nothing of monsters… yet. This is the episode where ghouls are posing as Adam and his mother. Instead of the Winchesters meeting with “Adam”, his mom, “Ms. Milligan” calls you to meet at the diner. You used to babysit Adam when you were a teenager. Why would she call after all this time? If you want more context, read my long-ass interpretation in the character profile summary.