Catrin:

It seems as though you have plenty of ideas about your "pop", but thought that I would offer another option with you having to take your wheel off each time to transport your bike.

First, if your brakes have adjuster barrels that can either tighten or loosen cables, then I would take it to LBS and ask them to do what I'm about to mention. Rather than having to let all of the air out each time, you can have the brakes adjusted so that all you would do is loosen the adjuster barrels to let the wheel out. Obviously, once you remount the wheel you will need to tighten the barrel adjuster in order to have any braking power at all. I have a customer that has the same issues as you, and it seems that this requires a lot less energy for you and definitely saves some time.

Have fun on your ride!!