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It may also be along the line of "Stan said he'd get that thing working, then he didn't, then he died of cancer leaving me with a bunch of unresolved crap to deal with, and I really miss him and I really hate him and I really miss him." or some similarly complex issue.

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Absolutely this: for many people settling the estate of a close family member is such an exhausting chaos of emotion that the question becomes: should I take it all to the dump, or maybe just take myself there?

My spouse has been going to estate sales recently, and it's an incredibly macabre scene. You walk into a house whose owner recently died, everything looking still basically lived in, and price tags have been put up on their entire life.

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