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you articulated very good reasons for everything you’re passing on so you should probably let them all go. However don’t forget about the possibility of keeping a few things with great memories or things that speak to you as “closet decor” even if you don’t expect to ever wear them again.
Chris, I am definitely not lacking in “closet decor”! I don’t want too much of that anymore. Too much makes it hard to appreciate the things I currently want to wear.