Dark Brotherhood was pretty great – Personally I kinda wish there was an alternative “good” path to the story, as my main is a “Lawful Good” Imperial, but that’s less of a criticism and more of a personal preference. It was still a good story.
I’ve seen criticisms of Molag Bal’s portrayal in this game, but honestly? I thought it was the best portrayal yet. Malcolm McDowell’s performance had a brilliant, authoritative tone to it. And as the Lord of Brutality, he’s not meant to be particularly subtle or morally grey. Sometimes “Dark Evil Overlord” characters work. What I’m particularly intrigued by is some of his dialogue after the Main Quest – It seems he’s not quite done with you yet and there’s an endgame in mind for the Vestige’s story, but I imagine that’s still years from now.
As for wokeness, I didn’t really detect that from the Greymoor trailer. Are you referring to Lyris Titanborn? She was in the game at launch and ‘warrior women’ archetypes aren’t really anything new. I do think there’s a bit of liberal bias from ZeniMax, but they do generally keep it out of the game and make it a rule not to talk about politics on their community. It’s not as though they’ve attacked fans that have disagreed with them and told them to get lost.