As much as I wanted a full size Stam or little Stam, Faith, I never bought one. I would look at the photos of @Nascar's collection and drool, but being a bargain hunter at heart at that time and now; I just never pulled the trigger.
Now that I can find one fairly easily, at a good price, I am not lusting over one anymore.
I had 2 vintage
Coach bags, made in Italy, that I thought I would never sell. I kept the color that is more rare, and sold the other one at a good price. I am pretty certain that I will never be able to get another one in the pristine condition that mine was in, but I was really ready to sell it and don't regret it.
I would probably wait for now, until you are more certain than not that you are ready to sell one or both.
Sadly, my MJ, MbMJ collection has been condensed quite significantly. In my experience the MbMJ bags still sell reasonably well.
There actually are some new MJ styles that I like now. Knowing that I probably will not want to keep them that long, and that the resale may not be great; I definitely press pause.