The writing in that game is just awful. It legit felt like 20 people wrote it and all disagreed with each other lol
The man watched Dutch drown someone and acted like he just went too far.....after they did a mission where he himself legit killed fitty men. Just fucking stop lol You can't have some shit like this where you try to make a murdering bank robber, this um "nice guy" as he continues to go on missions killing people. It doesn't fucking make sense and becomes laughable. No one is putting a gun to this dumbasses head and FORCING him to do any of this shit. Nothing here comes across as deep or complex as much as it comes across like he is stupid and a follower.
Many already stated this, but its very hard to write something like this in a genre and series known for its freedom and free agency given to the player. You can write a character that is this nice, humble and peaceful person all day, but you can't really then give the player all the freedom to literally contradict that idea. Make a linear, or limited game and it makes much more sense, but once the option to rob and murder people is put into missions, it hurts that whole narrative.
Let me be as evil or as peaceful as I want to be and save the pre-written character for something else.
Deeply missed opportunity.