I thought I'd post to give myself some accountability. Here's where I am so far...

I've done an initial purge of everything outdated, unwearable or just bleh. Now I'm down to things I want to keep and trying to sort out why I don't wear them by:

1. Wearing them. For example, today I wore an AT black skirt that seemed perfectly fine, but after a couple of hours I realized it was riding up on me until the waistline was almost at my bra! I have no idea why. In any case, that plus a questionable length makes it a toss. I'm going to try to do this with everything I don't use.

2. For several items I otherwise like, I've realized I'd wearing them if I only had a matching (cami/shirt/jacket/fill in the blank)... I'm making a pile of those and then I'm going to see what common purchases I could make to fill in those holes and make them more useable. I have a nice deep blue open cardi with nothing to wear under it, except my miserable black shirt.

3. I'm also accumulating a stack of stuff to hand to my poor tailor.

4. Then I will be forcing you all to suffer through outfit photos for the final edit.

This is some seriously hard work! I'm so glad others here are going through the same agonizing process... hopefully I can still learn from experience.