One my workable theories of organizing is the "90% of everything stays where it is" principle. In other words, once I find a place and organization for something, most of the time, those somethings stay there. For instance, most books never move.
For those 10% of things that don't move, they should be easily accessible, and therefore also easily replaceable.
My hard drive is organized this way. My TEXT directory is a maze of sub-categories. Fortunately, I can usually categorize something well-enough so that I have a place for it on my first try.
Last night, besides sorting through old collector cards, I also piled up some old toys that need to go away. They have lousy value on eBay. I did keep some novelty items, as those may have some value.
I finished ripping my first shelf of CD's. Yay. My goal is to rip everything, then store it in proper order, and then I only have to access the CD's on occasion.
My comic collection remains my bane. Maybe Craigslist. I don't really care about value any more. I do care about not destroying these things, but not beyond a certain point. I swore to myself that I would not move with these things again, and I am tired of storing them. Anyone want comic books printed between '85 and '95? Mostly DC, indies, and some marvel. There's a nice run of Sandman in there, starting at #1.