In a loose parody of Sam Raimi's Drag Me to Hell, a young businessman (Samberg) is cursed by a homeless shaman (Fred Armisen) to be haunted by a sexy, shirtless saxophonist named Sergio (played by host Jon Hamm) after stepping on the shaman's dreamcatcher and not paying for it.

The saxophonist is loosely based on a scene from the 1987 film The Lost Boys featuring musician Timmy Cappello.