Bugged achievements?

So i found a few of the characters around the city that could trigger the correct achievement, however, they are not triggering when speaking with said character.

Achievements in question:
Path of Balanced Efficiency

You too?

Hmm! Hmm! Observation Log

Guardian of Order (*)

Thoughtful butlet

* I am unsure if it's the correct location, I found Skia looking at a poster as said in the achievement, but they don't trigger either.