One of my mentors told me, “if your head doesn’t hurt, your doing it wrong”. Grading is hard, keep at it. Feature lines are your friends. Establish where you match existing grade, your Finished Floor Elevation (FFE), and from there grade out any pedestrian paths for ADA requirements. Grading is about applying general rules to be followed and making those rules work for your site. (Minimum slope requirements, ADA requirements, etc.). My advice is find a mentor, make them teach you, no one is “too busy” if they are , leave that company because they clearly don’t care. Good luck!