Consciously? Few can, unless you take hella notes.
But liminally it does tend to coalesce into a sort of situational and contextualized awareness of rulings. Much like how lawyers know which case president to cite.
Of course, this assumes honesty of engagement and a good deal of time. Like, I’ve seen it work when I used to run the same game for the same group for hundreds and hundreds of hours of play.
Happening in a con environment or without long term deep interpersonal engagement, on a model of friendship I personally no longer have access to? Harder.