Let's be real here, this regime won't be trading real prospects any time soon. They might not be untouchable, but realistically, they won't be traded.
With the August/Sept JD has had, it makes sense to trade him this winter, but the definition of insanity has to come into play here with Rogers. I would like to see the Jays end up like Cardinals teams who could lose players to free agency and not miss a beat. Like they lost Pujols and still went to the playoffs four straight years after that. If the Jays could make the playoffs in 2018, then place Vlad Da God at 3B in '19 and keep winning (obviously rest of the roster has to be improved), then that would be all kinds of awesome. That's not realistic though.
If they don't trade JD then they better have one hell of an off season.