I've thought about doing this from time to time but thankfully haven't. For me it would be an all or nothing deal. I'd have to purge every possesion I own and go pick fruit in a jungle or something to be happy. On the flip I look at many of the things I've collected as time capsules of certain periods of my life. If I sell some of them it usually goes to the next thing. What remains is usually too dear to me or went through such effort to get that I can't part with it. I often think about when I die hopefully I will have done something meaningful and all these items will be some great mystery for someone to try and figure out!