These are my latest thoughts/updates on my wardrobe maintenance.
As you know I sew a lot. Some things work and go into my wardrobe rotation and other things don't but I learned from them. Most of what I'm sewing is from stash, built up whilst I was working full time. I often bought fabric as a nice stress relief, but then didn't have time to sew it all up. I've given quite a lot away, sold a few bits and now sew what is left with great freedom. Everything I sew now I add a label in it (all mine say XL) so I can donate it later without rework. I've been supporting a local charity who gift clothing to people who can't afford it (sort of like a food bank but for clothes) so I've sent them the 'normal' looking things including some nice pieces. I live in an intersection of 3 suburbs, one of which is quite bohemian and has a lot of charity shops. So anything more unusual gets donated there.
To decide what to keep and what to give away I've been turning the hangers round after I've worn and washed an item and put those at one end of the rail. I then try to make myself pick things from the other end. Sometimes I decide to wear something and put it on, only to find it doesn't fit, so that goes away to the donation pile. I'm also discovering one or two things I would like to have but don't so they go on the 'to sew' list. My summer clothing are in plastic tubs at the top of the wardrobe so I'll tackle them later in the year.