I own both at GCV and SSR. I need to use my SSR points at the GCV. So I experience both ends of the spectrum. I usually use my GCV points for the my family's annual December trip. Have got to have that reservation. Or for the Moonlight Madness night.
As for my SSR points at 7 months, it can be tricky. I had a waitlist for early Aug just come through for my adult DD's birthday (two nights, a Monday check in, a Wednesday check out). I requested the waitlist in February.
Another waitlist for September came through within days of a the request, because it was just one night. I was able to book one night in September that was available but the next night was not. I waitlisted the next night and got it within two days. That request was made in March.
This year, I wanted a three day October trip and wanted to use my SSR points. I wanted to check in on the 15th, out on the 17th. Woke up at 4:45 am (West Coast time) on March 14 and booked on the website for the 14th to 17th (to insure I got the 15th to 17th.) I dropped the night of the 14th later. (Hopefully someone had their waitlist come through).
In the fall through the end of the year (and other high volume times of the year) some days will book beyond the exact day at 7 months, since members can book, I think, 5 days at a time. Starting early March, I just had to keep checking how the days were being booked to keep track if that was going to effect my dates. In this case, it did so I booked the extra day.
BTW, we usually only book a one bedroom. Except for the Moonlght Madness dates. We got a two bedroom for that one.