The journalist interviewing Norman Mailer is played by Mailer's son Stephen.
The Life and Death Brigade is loosely based on Skull and Bones, a secret society at Yale that was founded in 1832.
In the first scene a characters mark (red tape in the shape of a T) can be seen on Lorelei's kitchen floor while she puts on her socks.
Dean wears a large cowboy hat in this episode. Jared Padalecki, who plays the character, is actually from Texas where such hats generally come from. This might either be a coincidence or a possible ironic nod to his roots.