But it always comes around again---every twelve months!
To put it another way: If I can be strategic and buy near the end of the UY, I'll do that. But, I wouldn't let being early in my preferred UY be a reason not to buy if the timing was otherwise right for me. For me, having the right UY is more important than saving a few dollars on dues, etc. The extra year's worth of points is nice, but in the long run it is not that important for something you'll likely use for decades.
And, that might be the tradeoff someone needs to make: (A) Buy before staying there and catch the end of use year N, or (B) stay there first and buy sometime in use year N+1. That's a risk-tolerance question. I was originally going to pursue Option B for my RIV purchase. My plan was a kick-the-tires stay in late February, and then buy if I liked it. Then
DVC announced a price increase in late January, and I wanted a Feb UY with a large enough contract to use MB, and between the two I decided to roll the dice and just buy it.