Our first contract was an OKW resale, because the point cost was lower than other Disney World resorts. We have only stayed 1x at OKW with the points (our first stay), we've managed to book stays at all the Disney world properties at 7 mths out--for February or April vacation. We did buy a small BWV resale contract specifically for BWV, with the plan to stay at it in the Fall. We ended up using the BWV pts at SSR for Thanksgiving as I couldn't book until 8 mths out...and nothing left at BWV then and only SSR was left at 7 mths. We're also using the BWV pts this summer at CCV to try it--switched to BRV right at 7 mths, then to CCV a couple days later.
So I'd say it depends on the time of year, and if you're flexible about 'where' you'd like to stay.