Dutch was a lying, manipulative, narcissistic psychopath. He was only nice to his gang, took care of them, & believed in them because he knew he could finesse them into always bringing in money for him & doing all his dirty work. I mean obviously there were a lot of times throughout the game where he did genuinely care about his gang & helped & looked after them. But at the end of the day, he was mostly just looking out for himself & his own ideals. Dude's a piece of shit. I mean hell, by the time chapters 1 & 2 happened, Hosea, John, & even Uncle already saw through his bullshit before anyone else did. That right there says it all. But obviously they stuck with him at the time because ya know, loyalty. Hosea was the only person that could keep him in check. Once he died, Dutch started fucking up, showing his true colors, & eventually let his own greed slowly kill him. Plus Micah manipulating him didn't help either obviously.