I went through this same decision before I purchased. I was very, very close to buying SSR for the cheaper points and because I wanted my foot in the door. After much research here, thinking about it, and more research, I went for VGF because I knew if I couldn't get at least ONE stay per year in VGF, it wouldn't be long before I regretted my
DVC purchase. For the record, I know I'll be visiting WDW multiple times a year since I'm a FL resident with an annual pass and I do RunDisney events.
Though I'm still waiting on ROFR, not once since I made the commitment to buy did I ever regret or rethink my purchase. Well, that's not true...I REGRET not having more money to buy MORE points right now, but that's off the point
The point I'm making is seriously think and try to visualize yourself staying at SSR year after year, multiple times a year. Can you, would you do it? How does that make you feel? How would it make you feel if you went to reserve 7 months out and the ONLY availability was in SSR, AKV, or somewhere else you really don't prefer? Would you be okay with it or would you with "just once" you could stay at your "favorite" resort?
That's the thought process I took that led me to purchase in VGF.