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I have a big pile of records and cds, each on their dedicated racks, shoved into various general categories. Then I dig through them as my mood strikes me. Sometimes I find an old gem I haven't played for ages, sometimes I can't find what I'm looking for, but I find something else. It seems so much more organic and natural this way, like great music was intended to be enjoyed, not planned out. I often think I should be more organized, I once had everything in perfect order, then I remembered how much I stressed if something wasn't put back exactly in its proper place. I like it much better this way. I have no idea how many recordings I have, but their value is priceless. YMMV.
Discogs has been well worth the effort. I also use Discollector app on iPhone to look up titles in-store.
I've purchased a few too many duplicates. Discollector is decent -- not perfect. But at least it allows me to check up on my collection while I'm out.