I think in order for your strategy to work, if you are trying to book at 7 months, you have to be extremely flexible with dates and room types. It wouldn’t work for our family but it might for some. Also, you have to be ok with not getting VGC sometimes and staying in OKW instead.
If you are trying to rent out your OKW points and then renting VGC from someone else, that’s also something that people may or may not want to deal with. And VGC is very small there might not be anyone to rent from with the number of points and dates that you want.
Also OKW has higher annual dues. This is compounded by the fact that you are paying 500 x annual dues rather than 130 or whatever, it’s not quite completely fair criticism because you are getting more points with OKW after all. But it is 500 x 9.36 = 4680 per year vs 130 x 8.04 = 1045 per year, so it’s a significant difference.
So I think it just depends ultimately, if you really want to squeeze out value and are willing to put some work into it, maybe it would work. I personally would just rather own at the resort I want, but everyone is different