Don't give up hope!
We bought at just about exactly this time of year back in 2006 and things do change...still, there were many fewer
DVC resorts back then as well as fewer DVC members--
Anyway, I know we bought towards the end of June, and for our first trip I wanted T-giving ...
We started w/a 1-BR at SSR, but our waitlists for a studio came through fairly quickly...back then, there were no limits on the number of waitlists, so MS recommended we W/L each night separately, which we did...we had our week in an SSR studio fairly quickly--within 6 weeks...
So, do try...if you need to use the W/L, be judicious about your two allowable W/Ls...try to keep each one to one or two nights (maybe you can book "the middle" of your trip and W/L the first night or two, and then also the last night or two?
SSR is the most likely, just because it's the biggest...but look at OKW and AKV, too--both are big enough that chances are not "impossible" if you book in June...
GOOD LUCK!