AIBU to get rid of 80% of my "stuff".

Do it. It is so cathartic. I have done it a few times over the years and it is the best feeling. You do not need 'things'. Things do not make you happy.

Do you love the cartier ring op? Does it have sentimental value?

I had my mum's old engagement ring in a drawer for years, utterly not my style, never wore it, my mum was divorced and the ring had zero sentimental value for her either. I had it remodelled (sold the yellow gold and replaced with platinum) and now wear it every day, I love it and it WILL now be a treasured heirloom rather than some ugly bit of jewellery that my kids hate but don't wear.

If you don't love it and don't wear it, sell it or have it remodelled. Otherwise it's just stuff that's filling your drawers and headspace.

I wish I had the willpower to declutter so hard, God knows my house needs it!

Do it OP!! I got rid of 67 bin bags full of clothing and toys to charity or the tip ( depending on quality ) it gave me such a buzz and it's so nice to easily be able to find the clothes and shoes that I DO like. I periodically declutter the kitchen or garage when I fancy a little buzz 😂 you won't regret it

I love decluttering, sell your clothes, bags etc on Vinted. Sell anything you don't want/need it's very empowering.

Get rid of the stuff, you will feel so much better for it. I love a good clear out!

The clothes that are too small, get rid, dress for the body you have now and try to embrace don't live your life away wishing you were thinner. Vinted is good for clothes.

Silver, clean the bits you might like to keep, the rest take it and cash it in. keep the Cartier ring for sentimental value.

Do it!!

Good idea! I have done this myself and it feels. One category at a time. Sorting clothes is particularly good because it can really adjust what you buy in the future. My wardrobe is a lot better coordinated now.

Put whatever you think you don't need/want away in storage boxes. Set a time like 2/3/4/5 months and if you've havent looked for one of the items then you clearly don't need it so sell or donate to charity.

You will probably find it very freeing to clear out stuff that's the "old you" or you bought inappropriately for your lifestyle. Go with the attitude that the money you spent on it is gone, and any sales are a bonus. Start by getting rid of the easy stuff that's for the bin or charity shop, then do the simple to sell stuff and lastly the stuff that needs attention before you can sell it.

If you don't use it, there is no point in holding onto it. Yes, you paid money for it but it is irrelevant because you are never getting this money back just by storing these things. Sell them on.
To clean silver, fill the pot with boiling water, put a teaspoon of bicarbonate soda and a piece of foil. Boil your silver in it for a couple of minutes and all the black will come right off.
I would keep the Cartier ring as a family heirloom and get rid of the rest. There are plenty of websites and apps you can use to sell your designer goods and claw back some money.

Sell things you don’t actually like or use, get rid of everything less than one size below where you currently are. It doesn’t have to be all or nothing. Sell the most bonkers things like the bag and gloves.

Sounds like your current self is punishing your previous self.

What’s actually preventing you from losing weight?

Sell or give away what you do not need. I personally would keep a Cartier ring as your children one day may love to have it and the return for selling it is lower than the joy of receiving what was your mother.
If you do not need money, the give the silver jewellery to a charity...it will do some people good.

Do it! I love decluttering and 99.9% of the time don't miss the stuff. I love the space. But yes you do have to work at not just replacing it.
Maybe you could sort through everything and keep it in a sort of "transition place" to reconcile with yourself that it's the right decision before getting rid?
I wouldn't worry about the guilt regarding the money as such. It's been spent and if you sell it then you're getting more back for it than if it's sat in your wardrobe. Just think of it as an expensive lesson to not buy things not compatible with your life in the future.

YANBU.

You want to have less, so the obvious solution is to get rid of stuff. That money you spent on stuff is gone, its not coming back, so anything you can get for selling it is a bonus.

Silver is easily cleaned - Goddard's silver cleaner is brilliant, you just put some on and rub it round and the black/tarnish will come right off. Jewellers will buy silver by weight as they will with gold.

If I were you I would tackle one "category" at a time rather than trying to do it all. So start with the silver, deal with that, move on to something else.