That's how I am doing it, five checked bag hefty plastic totes at a time, max the airlines allow, and making trips back and forth at great cost each time. Its slow, and un-fun. But the end goal is my life on my own terms. So I suppose its worth it.

I've spent the last six months selling most of everything I ever owned and its been painful to watch my childhood things and un-transportable family heirlooms go for pennies on the dollar, but my daughter, now almost 32 years old, isn't particularly interested in inheriting my load of shit, isn't married and has no plans for any grandchildren for me, and I have no male offspring to bequeath anything to. So I am liquidating 55 years worth of stuff I've saved and protected at great cost over the decades, for next to nothing. It's far more painful than I expected to "own nothing and be happy"