I would make a collection of works which have less importance than others, or would not be too much of a "heartbreaker" if they suddenly disappeared. Of that collection, which ones are quite easy to just give away.
I don't know if gallery contracts allow one to do the "giving away" part?
A week after graduating from Uarts, I left my thesis paintings to some incoming seniors; I told them to use the canvas and stretchers as raw materials. They kept the stretchers, but dumped 3 canvases near the elevators.
A professor called me and was wondering why I was abandoning my thesis paintings, and if I was going to pick the canvas up. I told him to just throw them away then. I ended up having to collect them and throw them away myself.
I also told the professor that obviously those paintings suck, nobody likes me, and so why keep reminders of failure?
(Seriously, nobody I went to school with will speak with me if they can help it; I am just that "retarded spaz" that no one wants to deal with).
I realized that I hated pre-digital, traditional art materials. After a few years of weak attempts at making just one simple painting? I never liked this in the 1st place. 6 months of working at Utrecht? I hate all this shit we sell.
Why do I want to carry around a truckload of paintings/drawings around?
My mental health had been "solidifying" as schizophrenia/depression for almost a decade, and I knew I was never going to be stable enough to be contracted by a gallery or have a studio. It still sounds absurd to me.
TL;DR? You will find it suprisingly easy to get rid of a large portion of your work; maybe even throw some of it away or paint over it. If an artist is so attached to their work that they dread getting rid of it, then I cannot sympathize.