Cutting your losses - Topic of the day 8/23/24

Nothing lasts forever, including your clothes (sorry r/buyitforlife) When is it time to cut bait and get rid of clothing you own? How exactly do you get rid of things? If getting a replacement, do you wait for the replacement first or live without? What difficulties exist in getting rid of your stuff (physical, emotional, social, environmental) and how have you dealt with those?
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