so that he comes across as crazier

Are you sure this is the reason? Did he state his reason that way? Or is that your assumption that he wants to look crazier? In a post above @BarackObama@lemmy.world said his reason was because brushing it takes too much time according to interviews. I haven't seen it myself since there's no timestamp, but I'll check it out later.

so what’s the blind user of this program going to attach to the concept of unkempt hair?

The problem isn't with blind users, but sighted users who could read that and associate afro-textured hair like that with being unkempt.

Edit: Found the timestamp in the Eric Andre interview with Larry King about his hair. Here he doesn't say he wants to look crazier. He says that's what his hair looks like when he doesn't brush it. And as I mentioned in another comment, afro-textured hair isn't meant to be either combed or brushed every day because that can cause breakage.

Edit 2: Corrected his Eric Adams to Eric Andre. Woops.