I don't worry about what my family will do with my stuff. My wife and kid hate music (yes, it is true). I will, as time passes, watch for a younger man who has genuine interest in this type of stuff. Yes, they ARE out there. I will make sure he gets it, lock, stock and barrel at zero cost. Same with my prodigious watch collection. Of course if I get run over by a bus tomorrow, I am sure my 3,000 CD collection will be on the curb before I am even cold.
Point is, I am indifferent if my family makes any money on my stuff. I am more interested in somebody younger who might not be able to afford what I have and would be pleased to have it and maybe think about me from time to time.
I imagine guys with big ham radio rigs wonder about these things too.