torontogirl, this post really resonated with me. Every time I open up my Pinterest fashion/style board I have to laugh at myself because half the images are pleasingly organized, minimalist travel wardrobes and half are kitchen-sink outfits featuring 4 different fair isles and multiple plaids. Hard to square the two! Yet, until/unless I do I'm dissatisfied with my self and my style.
I realized recently that I really need to let go of obsessing about wardrobe numbers. Numbers-minimalism doesn't fit my style very well, keeps me obsessed with theoretical clothing items (if only I had an imaginary top that could do the job of two of my actual tops!) rather than grateful for what I have, and is not my sustainability strategy (my sustainability strategies are shopping secondhand and, ideally, keeping things for longer than average).
But, your post prompted an important insight for me. Like you, I am a systematizer. So, I have got to find a way to allow myself to systematize that *isn't* all about numbers. Hmm.
Anyway, I found your post just fascinating, so I hope you will keep us updated as you explore these concepts more.