Owner Care(less) has determined that because I have received more points (from cancel/rebooking) that I would not get those points back into my 2015 account. Not a happy camper right now.
I don't understand what you are saying here. Are you saying that because you cancelled and rebooked the same reservation, OC told you that you were not entitled to receive the points back from cancelling the reservation?
If that is what you were told, I think you need to call back and speak with a different agent. That information is not correct.
It seems there are two possibilities here:
1. There is a system glitch that was created when the system was updated to return points from cancelled reservations as regular use points. If that is the case, a points audit on the account should (eventually) reveal the number of points to be restored to your account. It may not reveal exactly where those points should be restored (if you have multiple use years and/or credit pools that were used to make the original reservation).
2. There is an active campaign to reduce/eliminate the cancel/rebook strategy for VIPs. It may be that OCs have been given direction to provide information that mirrors what you were (apparently) told (if I'm reading your message correctly). I think this would fit into the category of "firing a warning shot" or potentially telegraphing a future change; the current policies don't really allow Wyndham to not allow the full points to be recovered from cancelling the initial reservation, and then subsequently booking a (potentially very similar) reservation for the same resort/unit type using your discount.
I think it's the former, rather than the latter, and you may have just reached an OC that wasn't interested in doing the extensive research that might have been required to restore the points.
Edited to Add: While I do think the former is more likely, I wouldn't rule out the latter. Many owners that are not active on TUG or staying fully aware of changes, upon hearing what you were told, might shrug and say, "well, I guess they changed that" and not follow up. I'm sure you won't be one of those.