Ok, I've already decided that I'm going to need more than my 100 BWV points..
I'm debating back and forth two options and I'd love some opinions.
Should I add another 50 BWV ( directly from Disney when available ) keeping all of my points at one resort. I know that I'm planning about 2 trips a year where my home resort will be important - Early December and Food and Wine- I travel during the week, though and my 100 points will cover me in a studio for those two trips.
OR should I buy OKW? The other resort that "calls" me. Like the theming, like the sizes of the room, the tranquility...Reason I'd consider BUYING there instead of BWV is that occasionally, I'd like to travel with my parents and sister etc and I'd love the 11 month window for an off season grand villa. Can't imagine they'd be easy to score any other way.
I'm debating back and forth two options and I'd love some opinions.
Should I add another 50 BWV ( directly from Disney when available ) keeping all of my points at one resort. I know that I'm planning about 2 trips a year where my home resort will be important - Early December and Food and Wine- I travel during the week, though and my 100 points will cover me in a studio for those two trips.
OR should I buy OKW? The other resort that "calls" me. Like the theming, like the sizes of the room, the tranquility...Reason I'd consider BUYING there instead of BWV is that occasionally, I'd like to travel with my parents and sister etc and I'd love the 11 month window for an off season grand villa. Can't imagine they'd be easy to score any other way.
I was really leaning towards OKW but mostly for the GVs. I won't use them often so I'm not sure if that's where I should buy the points.
...resale versus direct. If I purchase through Dis, I could eventually split the points between my son and daughter and leave them both about 270 points each. They would be in their mid 50s when the points expire. Otherwise, we lose 15 years, but gain more points to use in the short term. 
In my case, I'll be watching the resale market ( for the same UY ) as well as contacting Disney direcly. I'll see what the cost compares to ( adding on with Disney, I'll have no closing costs, which drastically reduces the cost of their small contract points as compared to resale ) and see what works out the best. As long as I have the same UY, I guess I'll have two different contract #s anyway with 2 resorts. ( Unless or course, I buy more BWV )