They probably can't tell you where you are placed on the waitlist due to way the "list" works.
You can maximize your opportunity for success by requesting an automatic confirmation for ANY of your days which become available. The only danger here is that it's possible to have a missing date in the middle of the reservation.
If you have asked to be called when the dates are available however, they won't contact you UNLESS all the dates open up at the same time. Regardless how early you went on the waitlist, they won't save dates for you until all are available, so you have to wait until someone cancels your exact range of dates.
This far in advance, I think you have a great chance to get all of your dates- either way, but would suggest the auto reserve method to get your dates more quickly.
Good Luck!