I understand why the questions - this is confusing to say the least!
I have 3 contract all purchased from Disney. I have never really had trouble booking BWV or BCV at the 7 month window. F&W does make it interesting, however!
I have HHI, BCV & SSR. I have used the points to do an ABD trip and done a swap out with Holland America Cruise for an Alaska cruise.
I personally find that booking a room is not really a problem, I also never even noticed the room ready thing. I actually like that the first room available is given to me, since I usually arrive at the resort around 3pm.
This trip (3 weeks long!!!) I have used 4 different reservations - 5 day studio, 5 day 1 BR, 4 day studio (all at BCV) then 6 days at SSR (couldn't get BCV....sold out!)
I found that with each room change, the room being ready at 8am was a blessing! I was able to shift rooms, get my guests checked in easily (the 1br was with a couple I know from Calif) then we were off to play in the parks, all by 10am!
The early window is nice - but remember...ALL the points used have to be at that resort! So, when I booked the first 3 reservations at BCV I had to 2008 points and 2009 points - I ended up banking some 2007 points from HHI...go figure - I have fewer points in 2009 because I needed 282 points at BCV for the reservations. I have 210 a year at BCV.
Another note - you can book 11 months before the date of check out! Not check in...so, for a long trip, the book date is later. I made the BCV reservations on 2/1/08 nine months before the check out date.
Keep asking questions - once you have the answers you will make the choice you are comfortable with. I tell people that buying at a specific resort is not really important UNLESS that booking window is needed for some reason. If you have a specific resort you love - buy your points there. That way you have that window if you need it.
F&W season seems to be the only real trouble spot - BCV & BWV book up fast because of proximity to Epcot.
Good luck!