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Honestly, if it is that stressful for you (and I can totally relate to that, as this is often exactly how I feel about my stuff), the best thing you can do for yourself is give it away. Not necessarily all of it, but enough of it to make what's left manageable. Take the stuff least likely to sell for anything significant - so, say the loose and played-with stuff - and give it to a local charity. I have a Good Will drop off two minutes from where I live and I have been liberating myself from a lot of my stuff by just throwing it in a bag and dropping it off. Boom, done and gone. Then I would recommend dealing with what's left one box at a time. Take out a box from storage, either sell what's in it or give it away. Then when that box is empty, go back for box two. If you try to deal with the whole thing all at once, you will stay overwhelmed, but you could probably make decent progress if you broke it down into smaller parts. If you find yourself getting stuck, go and give more away. It is seriously liberating.
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