So the bottom line answer on how timeshares are treated in bankruptcy is:
1) If he owes money on the timeshare it can be surrendered in bankruptcy.
2) If it is paid off and dues are current, the timeshare will still be his unless the trustee wants to sell it as an asset (which isn't likely if they are the $1 kind).
3) If he has paid the loan but is behind on the MF and wants to get rid of it, he can ask after the bankruptcy if the developer will do a deed in lieu of foreclosure, or if not, they will have to foreclose.
4) He can keep it, if paid off (and if worthless) even if behind on the MF; if he plans to catch up on the MF after the Bankruptcy.
So if these are resales where nothing is past due and no loan is owed, they will pass through the bankruptcy if he can show he paid little to nothing for them, no new timeshares needed.
Just in case I misunderstood and he has some sort of loan, If he is dead set on remaining in Wyndham, he can buy one resale prior to the bankruptcy jointly held with someone else that is NOT going to file bankruptcy. Then he could surrender the ones that he wants to in the bankruptcy. But I think to work, it has to be in his name prior to the bankruptcy. And of course must be disclosed on the case.
But I agree that Ron's suggestion to rent for a while or buy a non Wyndham with RCI access may be the best bet and that can be done afterwards. I have had many clients who wanted to keep their timeshare in a bankruptcy and then I show them EBay while we are sitting in my office and explain they can buy one afterwards for less than the cost of lunch, they don't have to keep the one they have now.