10 Dumbest Decisions Made By Supernatural Characters

In Season 14’s climatic episode, Chuck presents the brothers with one of the most deadly weapons ever to be created, the Equalizer, a gun that could harm or kill anything but also harm or kill the person that shot it.

Originally created to take out Jack after his powers become too strong and overbearing, Dean offered to take out Jack and himself to save the world from any impending doom Jack may put on it. Sam figures out it was Chuck’s plan all along to take out Jack and that he had been behind everything the boys have been through. Annoyed that his plan didn't go the way he wanted when Dean last minute decided not to kill Jack, Chuck does the deed himself.

Due to this Sam took the gun and shot Chuck himself which did nothing but caused him to get angry. It was this decision that made Chuck cut all ties with the Winchesters and bring back all the monsters they have defeated over the years, undoing all the strenuous work the brothers did throughout the years.