I would guess that having 2 UY's at 2 different resorts would be easier unless you used the points for two different trips and treat it as 2 separate entities and really didn't combine them. Kind of like owning two separate timeshare weeks. Does that sound correct? I am not sure if my brain could handle combining them with the deadlines being different.
I have often checked out the resale listings wondering if it would be that big a deal.

Some of those contracts certainly are tempting and, of course, not the same UY that we own. We will need more points but I have seen nothing with our UY yet.