It’s possible that the writers meant for Wilson Fisk to be a sympathetic character, but I suspect not. Letting us in on his personal drama only makes us all the angrier at the way he victimizes others. I mean, I appreciate that he’s more complicated than we generally find him in the comics, where he’s just a sneering villain that nobody can seem to touch. In this show we explore his motivations, and his part of the story is built up around the one pathology: he is vulnerable to having the people he cares for hurt.
Surely they can’t expect sympathy for the devil here, as it were. We’re supposed to be infuriated by Fisk’s hypocrisy, and I certainly am. The threat he wields again and again against his enemies is to hurt the ones they care for, and we see that this is precisely because that is where he himself is most vulnerable. It’s the classic trope of the bully who intimidates others to quiet his own insecurities. Letting us in on his insecurities only makes the fact that he never acknowledges that he’s the monster he sees in other people.
You could say it’s more complicated, that in one sense the viciousness his father tried to instill has replaced the compassion with which he might have responded to the world’s underdogs. Maybe it’s a struggle, or maybe a lack of self-reflection makes them work harmoniously. In any case, I hate that piece of shit. I keep wanting someone to point out his hypocrisy to him, but there’s a good reason why writers avoid this kind of on-the-nose discussion of characters’ motivations.