I've been working my way out of a not-dissimilar wardrobe situation over the last few months. I had plenty of clothes to wear, but realised I was only wearing a few variations of the same thing, with a load of smarter stuff sitting unworn. I also realised that I'd got into the habit of buying things because I already had something like it and knew it worked, rather than looking for different things. I can't even remember what set me off on a major wardrobe overhaul - I think I was just doing a bit of a Vinted/Ebay clearout and kept going!
Whatever it was, I took a bit of a step back and looked at my wardrobe/lifestyle/habits, then actively went and did some research. I found a blog post - I can't remember what it was or I'd link to it - that talked about the tendency to buy and keep clothes that worked for the life you used to have or think you might have in the future, rather than the one you actually have now. it also mentioned scrolling for inspiration and seeing a picture of a smiling, stylish woman walking through London or New York, clutching a takeaway coffee, and imagining yourself doing the same thing in the same sort of clothes. It was quite well written, and it hammered home something that I'd sort of known. I lived and worked in London for years, so I did stride about clutching takeaway cups and wearing smart clothes. I haven't done that in years. I now work for myself, in a creative field, almost entirely at home, save for two mornings when I teach, and the occasional event. I live in a tiny village and most of my time out and about is on the schoolrun - when I rarely get out of the car - and ferrying kids around to activities.
The blog advised looking at the proportions of your wardrobe, ie if most of your time is spent at home or in the car, with 10% of your time doing things that require smart clothes, your wardrobe should reflect that. Off the back of that, I had a much bigger clearout than usual and made myself get rid of things that I would normally put back in the wardrobe 'just in case.' I sold it all on Vinted, and used the balance to start buying on there, which I hadn't done before. Instead of just browsing, I made a list of specific things I needed and searched for them. If something didn't quite work, it went straight back on Vinted. I'm still fine tuning, but I've got to a point where I'm wearing a much bigger proportion of my wardrobe.
I also put a lot of thought into what it is that makes me put something on and take it straight off again, and what it is about some things that I particularly like. I'm an inverted triangle - broad shoulders and large chest, and smaller on the bottom. I've always known I needed a low/wide neck, but before I looked at this properly, I hadn't clocked that the sleeve type/length makes a big difference to whether something suits me. I need a dropped or raglan sleeve, rather than a capped sleeve, and certain lengths/styles don't work at all. So where I've always looked for a particular neckline, I now look at the neckline/sleeve combination and know immediately if something won't suit me. Similarly, I'd figured out that skinny jeans don't really suit me - I look like a lollipop - but I hadn't applied the same reasoning to skirts and dresses. So pencil skirts/straight skirts rarely work - more stuff shifted on Vinted! I also worked out that the right neckline still looks wrong if there's a big expanse of plain fabric at the front. I'm better with something slightly shorter, or with a slight texture or some sort of pattern or graphic.
I spent a bit of time on Pinterest/Instagram, looking for outfit examples, based on specific things I owned and liked - although Pinterest has gone heavily AI, to the point where it's sometimes unusable. That made me start to look at jackets as part of an outfit, rather than an afterthought, and also made me try a couple of colours/styles I might not have thought of before. The beauty of Vinted is you can take a punt on something without spending a load of money. You can also scroll through a lot of versions of something without trawling through multiple sites. I sometimes alter things to suit better, and I'm always reluctant to start hacking into something I've spent a lot of money on, in case my machine has a moment and sucks the fabric inside. With Vinted purchases, I'm more inclined to wade in.
As a result of all this, my wardrobe is now mostly casual, comfortable clothes for working from home/school run/supermarket etc, because that's what I spend most time in, and things that can be dressed up or down, with a much smaller 'definitely smart' section. It's a work in progress, but I like my wardrobe much more than I used to. I think a previous poster mentioned approaching it as a project, and that's what made the difference for me. I had to actually put some time and effort into it, and work out what I wanted and what did and didn't work.