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I was recently helped in this endeavor by a flood in my basement which destroyed a great many things
I don't keep CDs/cassettes/albums anymore because all my music is backed up on my .mac account and my external HD.
I've accepted that the experiences themselves, not necessarily the mementoes thereof, are the most valuable. So I've become fairly zen about divesting myself of material reminders.
The biggest trick to cleaning/organizing (when you're not washing things) is "Like with Like" get the paper together, the CDs together, the books together, the clothes together and then once it's all in one place you can decide what to do with it all.