Got the "golden"/freedom ending first try just by snarking at him and wound up rather liking him at first from that, but when I checked the bad ends I really underestimated how crappy he was.
I mean, coming up with a ridiculous lie to try to bribe/bluff you into releasing him? Just makes me feel sorry he thinks the lie is necessary.
Robbing you and running away after you release him? Sad, but I get it- he had no money and being completely dependent on a stranger for everything for the entire foreseeable future is rough.
But going out of his way to chain you up while you're unconscious, at literally no benefit to himself*, fully aware you'll likely die a slow, painful death, even though you just saved him from the exact same thing? In every single scenario where you free him besides the "best" possible ending? That seemed too harsh for a character who's meant to be liked.
I'm aware of the word count limits of the jam, but I still think Chance could feel more fleshed out if we got a few more choices/endings with him- like a middle ground ending where he hits the player, and they wake up penniless but unchained, or the player helping him without showing suspicion/asking for a reward, calling him out on his lie and choosing to help him anyways... or even just choosing to ditch him while telling him you saw the rock, on a replay after the chained end. Petty vengeance always feels nice.
*(I do know you could theoretically chase after him for revenge, but like, c'mon dude be competent. How long was the MC out for, without even knowing his name or what direction he would take on the road afterwards.)