This video tries to explain the internal process editors go through when cutting. For me, the Editor shouldn't be completely submerged in the story. They should maintain an out of the box persona where the point of view is that of the target audience. Will the audience notice this cut? If so, does the cut remind them that they are watching a movie? If that is the case, try a different cut. The goal is to tell the story while using techniques that help the audience feel what it is they are supposed to feel. Also, it's ok to speak up when a director is wrong about an edit- they might just like your way better. In fact, sometimes you are hired simply because of your ability to see what the audience sees first, not just your ability to push pixels around.