The earlier date would help, but with emphasis on the 'confident and ready.' The worst thing you could do would be to rush a retake and get another low score.
Given what
@gonnif said above, if you go this route I would wait for the MCAT before adding the bulk of the schools, personally, for 2 reasons: 1, if the score does
not end up where you want, you won't be a reapplicant at many places, and 2, if your first MCAT is low, I'd rather not risk them reviewing my app before I've put a second, better, score in.