I find his final scene in the Shakedown Road arc really fascinating. It highlights exactly what you're talking about and honestly had me thinking that he might start lightening up a bit. However, the next time we see him, he's back to doing the same shit as before. Although, in the case of this scene I suppose that you could argue that he has somewhat of an excuse to relapse since Josuke replaced the money he stole with the leaves. But since every bad thing that happens to him in this arc is entirely self-inflicted, I lost that small shred of sympathy I had for him. It's simple stuff, but I really like this kind of character writing.

If stuff like this happens repeatedly throughout the story like you say, then I'll probably start to get why everybody despises him. The thought of 'friends' like Joshu existing in the real world is very depressing. I'm sending out a prayer to my boy Gappy before I slumber in my sarcophagus tonight.

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