OK, I just got off the phone! I sware my dude was like expecting my call or something, he answered the phone and I SWARE he knew it was me right away. I think he spys on me here!
ANYWAY, he explained that if I add on 50 points I CAN get the "11 month booking window" SO LONG as the trip I am trying to book is LESS THAN 50 points! In other words, let's say I buy 50 points at AKL Villas, call at 11-months to book a trip costing 70 points (which would require me to spill over into my SSR points), they would NOT let me book at 11 months.
So, I am going to look at all the points charts and try to figure out how many points we'd need for a 3-night stay at AKL Villas every year.
Thank you everyone!

We'll see [keeping fingers crossed]