Clothes are a necessary evil for me so I have been 'curating' (if that's what it is) my wardrobe for decades.
My mother and sister always talked about this and it has taken my a long time and a lot of work to do what they do naturally to always have the right outfit for any occasion.
I did start by having 'colours done' but it didn't really click for me until I met someone whose background was in theatre costume design who could explain and importantly show me what it really means for colours and shapes to work well on my body and adjust for seasonality and , let's face it, age.
My mother and sister who are naturals at this game were always disappointed that I was prepared to pay for advice that they offered for free. To be fair, the advice that worked for me was not essentially different to theirs. I just needed to have it explained so I could do it myself. I couldn't do that without understanding how it worked.
My objective is to always have an appropriate outfit for every occasion with the absolute minimum effort from me, so that I am 'effortlessly' well dressed and never have to think about what I am wearing.
This does involves sticking to a limited palette so that everything I buy goes with everything else.
Not really much difference between seasons either. There are only a few things that I only wear in one season, because I work when I go in to the office in air conditioning so tops and trousers tend to work all year round. White jeans the only thing I can think of off the top of my head.
As for buying things, I operate a one in one out policy: if I buy something g new I throw out something to make room. This means that I will know what I need to buy, when lovely pieces have started to look a bit shabby and actually wear out. I buy replacements whenever I see them and have been known to dye clothes if I couldn't find any perfect things when I needed them.
For example, I often wear jeans but even mid blue denim doesn't look as good with my things as teal will. If I can't find teal in the shops, I use emerald green dye to adjust the mid-blue denim to teal.
That does tend to mean that I buy early in the season while the widest range of colours and sizes are available and then also in the sales when if the size and colour of something shows up at reduced cost, I'll buy multiples to stock up.
I have spent quite a lot of money on some items which on a cost per wear have entirely justified their existence. And be a bit smug that I haven't wasted much money in things that I never actually wore very much at all.
Fashions do change, but over enough time things cycle around. This summer, I've been wearing a pair of white shorts I first bought in 1990 which look exactly as another pair I saw on the Levi website this year.
Any effort you put into planning your wardrobe will pay dividends on freeing up time to do more interesting things.