A couple of thoughts:
September trips. When your child(ren) are of the age that they are going to school, you'll be moving your vacations around to match their school schedule. If you have boys playing football (and other sports), practice starts a month before school starts. Choose a use year at the start, versus the end, of the summer.
75 direct points being used every other year. You might consider looking for a resale 100 point contract instead. By going every other year, you negate the largest current advantage of a direct purchase, which is the discount on season passes.
SSR because the points are cheaper. This used to be a very common strategy. However, in the last few years, the rental market for
DVC has really taken off, making all those "lost points" now being used to book rooms. As a result, the flexibility to change resorts at 7 months for studios and some other booking categories has really taken a hit. Late September through mid January is a "book at 11 months and don't expect to change" situation for studios. I suspect this will continue, and migrate to other booking categories as well. If SSR is not within your "top 5" places to say, I'd suggest you bite the bullet and buy where you don't mind staying, or where you want to stay.