Mine is SsethTzeentach Youtube videos. Yes, he's an edgelord and yes some of his delivery is chanlord jargon that didn't age well and should be allowed to die, but he often explores games I never thought about before and often presents them in ways that are, in spite of the edgy gloss over everything, clever and funny to me.
I said it before and I'll say it again: it's possible to enjoy something while also accepting criticism of it. With that in mind, SsethTzeentach is my pick for my problematic favorite.
https://youtu.be/4Ow5lGFju1c
One of the first of this round of edgelord anime before it really become a trend has a protagonist who is giving to his community from his ability and taking only for his needs. Half of each episdode is about how living that way gives him purpose and happiness in life and how much better it makes the community having someone that can help them via a non-marketized relation. Which I think is pretty based. Then like a third of every other epsiode is 100% respecing women juice which is good to. It is to my knowledge the only anime to talk about sexual violence being bad. But the first episode of goblin slayer didn't really show that promise and turned people off.