My husband is the opposite... He seems to have some kind of emotional attachment to every item he owns, and he has a steel-trap memory so he know exactly what he has, exactly where it came from and when, and exactly where it's currently stored. If I give him a box to go through, it takes him hours and he hardly ends up getting rid of anything
my bff has been trying to clean her garage for over 25 years but it's a hopeless project b/c the bulk of it is her dh's stuff and the minute he opens a box and finds one of his old college textbooks (apparently he never sold ANY back) he start's waxing nostalgic. it's like the annual summer tradition for her to haul him into the garage and bicker over the need to retain textbooks dating back 40 years. i suggested she do the same thing i did with some stuff dh and i couldn't agree on keeping or tossing-put it into stackable containers and label it 'nothing important/valuable'-at least that way when the time comes that someone inevitably ends up having to deal with the stuff they won't have to waste their time going through the boxes item by item (we went through a nightmare dealing w/ mil's apartment full of stuff-afraid to toss boxes of what looked like junk b/c she would have important papers stuffed in boxes that were 99% junk papers).
greatest gift you can give to those you leave behind-as decluttered and organized amount of possessions as possible.