Do AO's care if you take the ACT just once and get a good score compared to someone that takes it several times and super scores?

Short answer is no. Do what you need to do. Your are evaluated as a whole person not just your scores and how many times you took them. Some AOs will love the persistence and drive to improve yourself. Not giving up is a great trait for a college student. This might not apply to every school out there but taking it several times won’t be the reason you don’t get in and taking it once and getting a good score won’t be the only reason someone is accepted.