I can't convince you to not feel cheated, I can just tell you what I'm assuming the writers were trying to do. I can take back the "Short lives" part, but think about how many hunters died from "random monsters". FWIW, Ellen didn't die young because she had stopped hunting. Remember, that's why she had the bar and didn't want her daughter hunting. What happens soon after she starts hunting with her daughter again: dead. Bobby seemed to be less directly hunting and more assisting prior to the Boys extended association. Not only that, he died randomly too. Not eaten by a monster or saving someone's life, but by a stray bullet. Jody didn't start hunting until, relatively, late in her life. Rufus died late, but he also got taken out by a "random" monster. Charlie got killed, young, by some random baddies. Even Dean's first real death wasn't sacrificing himself for anyone, it was being killed by Hellhounds. They don't all go out in a blaze of glory and, frankly, Dean doing so what have felt monotonous because we've seen it before. Dean got a random, "quiet", non-supernatural death. He died a human.