I think that resale prices are months away from a bottom - and years away from being where they were two months ago - so if you can wait and pay cash nine months from now, you'd probably do better than rushing into anything today with a loan.
I think that BWV and OKW are two VERY different resorts and if you want to stay at BWV sometimes, you should buy there. You can almost always switch into OKW. ESPECIALLY if you are looking towards F&W. All availablity charting is based on the past - and in twenty years of my own ownership - its only gotten harder to get into BWV as a non owner - harder each year. People who want to be able to trade into BWV now know they need to plan for one bedrooms, and allocate points accordingly, so those are getting tighter. (I think the next few years might bring weird availability patterns, and it might be easier for a year or two to get in before snapping back to its current difficulty....but I also think right now no one knows much of anything about what the future looks like and that's a guess.)
I think that people starting on their careers should sit down and prioritize their goals - are you going to have kids/do you have kids? Do you need to pay down student loans? Is she going to buy into a practice at some time in the future? Do you have a mortgage - are you going to get one or increase one? Not just the budget right now, but look at life five, ten years from now and have some idea of what it might look like (and warning, it won't look like that, but you'll have a plan). Make sure that regular
Disney vacations are going to fit into that plan. And think about time as well as money - someone who spends a lot of time doing dog sports (like my vet does) doesn't necessarily have a lot of time at Disney. Someone who decides to have kids might find its hard to fit Disney in with sports/dance schedules in a few years. For us, we only ever bought points for every other year - because we enjoy travel in general more than Disney all the time - and therefore have spent our travel budget (money AND time - because there are only so many vacation days in a year) divided between Disney and other places - In the past twelve months - London, Amsterdam, Tanzania, Sydney, Washington DC, Newport RI, North Shore Lake Superior, Hilton Head (through DVC) - but other than HHI, there has been no Mouse this year. Its the rare person who sees their income increase pretty dramatically and isn't shocked by how their expectations on how far it will go were out of line with the reality of how far it stretches. On paper it works....in real life money just seems to spend faster if you have it. Which is another reason wait until you adapt to your new income a little and see what actually happens to your budget instead of what happens on paper.