I got three more achievements in this run in September; I stopped playing around HATEOT. I'd seen enough.
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Evil Is My Name - Make three special 'Evil' story choices.
Comrades-in-Arms - Succeed in all available companion quests and win the loyalty of your comrades.
Prosperous Kingdom - Raise all kingdom stats to the 10th rank.
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Evil is my name was easy enough as I was playing a Chaotic Evil character. It's still kind of uncomfortable picking the dick options in this game. I'd definitely play as an evil character again and be a dick if I wasn't trying to max out companion loyalty too.
Max comrade loyalty was not too bad either; just made sure to do every companion quest as they came up. Juggling all these things with making the perfect kingdom was a little tough. No need to do the full DLC companion questline so it finally popped after completing all the OG companion quests.
Finally, Prosperous Kingdom was not too bad once I knew what to do - complete all Problems and don't be too focussed on Opportunities. I reloaded a few disaster result Problems. Not too many, but they were punishing. I almost always had a few Crisis Points for every Problem but not always.
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I could probably have grinded out the 100 random encounters one but I found myself tiring of Kingmaker. Might give Wrath of the Righteous a go next year.