To be honest i think its a modern ideal to work towards having minor Villians join the good guys.
Most avengers and x-men members were former Villians.
Most of buffys crew tried to kill her at some point.
Lex luther runs the justice league (possibly still ?)
They just tend to be written better than heroes. They have morally complexity, the willingness to do things others wont dirty their hands with a redemption sells.
Its surprising these days when a big bad is actually killed off with no way to retcon the event.
Dobbie is at heart the cliche well meaning Villian. He assumes he knows whats best, he assumes he speaks for others and assumes that any attack on him is out of mean spiritedness.
Frankly, I am a fan of redeeming villains myself or villains who had good intentions that ended up twisted eventually helping the good guys. But that always depends on the source. As you said, in order to sell it you have to write them in a morraly complex way or just better. But we are not even talking here mostly about these complex villains in context of Dobson, as these are not necessarily villains in stories he follows. We are talking here about kids show villains like Peridot in Steven Universe or probably My little Pony villains. You know: The sort of bad guy who are so one dimensional or incompetent in how evil they are, you end up felling bad for them when the heroes defeat them for the eight hundred time. So the Team Rockets of villainy. Which I am okay with. But obviously Dobson seems to be blind to the fact that there are just villains (and in real life, real people) who are outright evil and unredeemable.
Like the Joker in Batman, Dandy from American Horror Story,the nazis in Breaking Bad and so on.
(as for real world examples, just look up Stalin. Every person who sends their own family to death camps certainly does not deserve mercy if you ask me)
Sorry Dobson, there are just stories where the bad guys can't be talked down and everyone ends up getting a happy end and second chances. If that were the case, your beloved Lord of the Rings would be a completely different story regarding Sauron. whose end you were celebrating.
I really would like to see Dobson, with that mindset, being forced to rewrite some story by a succesful author, where the bad guy has to die for the sake of the good characters surviving. And just to make him sweat more, I would let it be Cujo by Stephen King.
BTW, if Dobson is the well meaning villain by heart... does that mean Dobson is the mother of Kyle Broflowski from the South Park movie?
Is it weird that I think of this every time I see Dobson's name?
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Yeah. Too much hair and the face doesn't look enough like a potatoe.