ZebraCat I have a gazillion handbags and no regular storage place for them, they're scattered around the house. I'm going to eventually get down to one each of grey, pink and navy, plus a backpack and a small one.
I'm not planning on minimalism either, although I do love it. What I'm planning on doing is as you say getting rid of the not quite right, the tatty looking, the impractical, for every type of item I own. On that note, I think you should get rid of the unweildy bag you mentioned. Multiples I'll use up and not replace.
I've decided the best thing I can do to not waste money isn't selling things on, it's being more choosy what I buy in the first place. And making do with what I already have even if it's not ideal, so stuff actually gets used up/worn out.
I do still sell stuff occasionally, when I'm in the right frame of mind, but I keep it simple.
- I use sites where there's no cost to list the item, so if it doesn't sell I've lost nothing.
- If someone is collecting I always point them to the list of things I have for sale and often pick up a second sale that way.
- I pretty much only respond to messages asking if they can buy it/come look at it.
- Occasionally someone has a genuine question, but not often, because I put all the available information and pics on the ad. So the majority of questions are time wasters and I won't respond. You get a feel eventually for the types of people who are likely to waste your time, the language they use, the things they ask and the people asking questions where the answer means they won't want your item.
- I don't hold anything, I tell everyone yes you can have it, then I leave the ad up and if someone can collect or pay sooner I message the others and say sorry it's sold. They'd cancel the sale if they found something cheaper or closer location to buy, so I feel no guilt about doing the same from a seller perspective.
- I block instantly anyone abusive, or who messes me around with payment/collection, or who asks for a refund because it turns out they've bought the wrong thing/it doesn't fit or whatever, so they can't contact me about future items.
- In the past I mostly used eBay, now I mostly use Preloved and Facebook Marketplace.