Death Battle 5: Mister Rogers in a Bloodstained Sweater

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Lobo pretty much seems like the poster child for a character with a gleeful lack of remorse.

The thing is, he isnt totally amoral, he has fought for good as well as evil in his career,

Lobo has built his reputation as one of the most fearsome bounty hunters in the known universe, but deep down he does have a heart of gold, even if he tends to care a lot more about his beloved space dolphins than he does actual people.

I think that it would work on him to at least some extent.