Very interesting conversation! I have a few items that have substantial value that I should plan for but mostly my concern is leaving a huge mess of stuff for my kids to have to sort. I've been to a few estate sales recently and they always make me more than a little sad. Prized possessions being callously stickered and then negotiated over ("yeah, I don't think that is really worth $3 but I'll give you a buck and a half for it.")

And, as for giving stuff away before I croak, I have discovered from first hand experience that most of my stuff has very little value and is of almost no interest to most folks.

But I really like the idea of giving stuff away while we are still here. Even if it just goes to Goodwill that's better than a dumpster my kids have to fill.