I started listing all my stuff in order to have some data. I don't see how this is doable.
Guy Named Dave is smoking something. It must be nice to eliminate all the "family" stuff that you use anyway in this challenge, Dave. I have over 75 things in furnishings alone including artwork, 25 for the yard & garden, and 50 individual dishes/pots/kitchen items etc. For "personal" stuff (as defined by Dave), I may be able to do it. I have over 150 clothing items, 100 books, and plenty of assorted junk!
It might be more realistic to focus on reduction (perhaps a percentage?) of my possessions. I could start with a room or category (clothes) and ask myself, "Do I need this?" or "When was the last time I used this?" I can certainly whittle down my stuff being stored in closets. I can keep a running tally. For example, out of 25+ chemistry themed t-shirts accumulated over 10 years (wow, that's 2.5 t-shirts per year!), I will keep only 5 of them. Or maybe 10. I'll need to brace myself for the emotional storm associated with my clutter. I'll concentrate on what I'm keeping, not what I'm giving away. I may also get a little cash out of my stuff via Craig or a garage sale. This will work. I'll think on it.
Opinions welcome!