821 The Great Escapist — When Sam (Jared Padalecki) and Dean (Jensen Ackles) receive a distressing video message from Kevin Tran (guest star Osric Chau), they set about trying to uncover the Third Trial. The boys make a discovery that sends them to a casino in Colorado, to find a mysterious recluse (guest star Curtis Armstrong) who may be able to fill in the holes in Kevin’s research. Meanwhile, Crowley (guest star Mark Sheppard) is on a winning streak. Castiel (Misha Collins) tries to elude Naomi (guest star Amanda Tapping) and the angels hunting him. Robert Duncan McNeill directed the episode written by Ben Edlund (#821).