Some subjects are best left out of a public forum, especially when talking about other people, what they own and what they've gotten. There has been a lot of discussion on the FF YahooGroup about this and I would suggest folks be mindful and respectful not to screw up someone else's deal by talking tales out of school.
With that being said, i will speak up on my own account and specific to my ownership to say that I know for a fact that my two fixed weeks acquired via resale purchases will not qualify me for VIP at any level, if I ever choose to convert them. As has been mentioned by Jya-Ning and maybe others, FF is keeping track of such info in their computer system and they have accounts and specific ownership weeks flagged as resale.
Keep in mind, it is easy enough for them to figure it out, without us telling tales as if Mr & Mrs Smith bought at Kingsgate when it first was being built in say 1989 . . . and now Mr. & Mrs Jones owns it now, it doesn't take a rocket scientist to figure out that Jones acquired from Smith. They will eventually put it together and flag the account.
If you are expecting or wanting to get VIP with FF/Wyndham, you better plan on shelling out big bucks buying from them directly.