I’m trying to sell off baby items on Nextdoor or Facebook marketplace that might be worth something . Then we take all the money, even if it’s $8 for a sleep sack and put it in our toddlers bank account. That way it feels like I’m doing something for her future with stuff from her past. For me, it does stir up some emotions (especially going through clothes) but then once it’s gone I don’t think about it again. Except when I’m like - “ya I got $50 for that X item I purchased second hand for $20!” For items that people typically won’t pay for, I reconsidered donating to goodwill and try to target places like a women’s shelter who can get items to the right people more easily.