Dick Roman (played by James Patrick Stuart) was a billionaire CEO who was killed, eaten, and then impersonated by the leader of the deadly Leviathans who are released from purgatory by Castiel.  Leviathan Dick keeps the original man's arm in a cooler, complete with his expensive two-tone gold watch.  Dick is eventually killed by Dean, though not until after he shoots Bobby Singer, leading to Bobby's death.  Dick wears expensive suits, often with complimentary ties and pocket squares, as is expected for a man of his socioeconomic status.

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