|Callum Keith Rennie
|???? - 2005 (killed by a wendigo)
|Black Water Ridge, Colorado
When Sam and Dean showed up to help find Tommy, but in reality to hunt an unknown supernatural creature, Roy didn't take them seriously. He was suspicious of their cover as Park Rangers and thought that they weren't prepared for the outdoors and were just immature kids. Roy himself was a capable hunter, despite the fact that he hadn't hunted anything supernatural. When Dean thinks that Roy is an inferior hunter, and begins to ask about what Roy has hunted and if he has ever been hunted by his prey, Roy prevents Dean from stepping in a well-concealed and probably forgotten bear trap. When Sam and Dean realized that they were hunting a wendigo, Roy doesn't listen to them, evening laughing in their faces. Eventually the wendigo singles Roy out and tricks him into leaving the safety of the others, doing so by using its ability to mimic human voices. The wendigo did get shot by Roy, but was not affected by the bullet due to the fact that only fire could kill it. Angered by being shot, the wendigo broke Roy's neck, rather than taking Roy back to his lair as a food source.