Sal, I totally agree with everything you just said. Statement tops, and dresses and dressy footwear are definitely more likely to become my least worn items. Yet I do need them. And I think they average out with watch, bag, jeans, sunglasses, etc. Which seems fine to me.
Jenn, I like your emphasis on being more mindful -- I think it makes sense to ask the question, even if your answer is "No, I won't get 30 wears from it but I really need it anyway to make outfits I will enjoy this year, and I did get 30 wears from x, y, and z items."
I realize I misspoke myself -- the items in my "fewer than 30 wears" are actually mostly newer (this year or last). I still don't think I'll ever get 30 wears from most of them, though...even though I expect to keep most of them at least 5 years (not the shoes -- they'll wear out before that even at 15 or 20 wears).
It seems to me you do a great job of wearing the heck out of your clothes!! But I hear you on the rebuild mistakes. I made a ton of those myself in rebuild phase. Maybe it's necessary to help us nail down our style. Many of mine were actually second-hand items so I didn't feel as bad about it, either in terms of the environment or my finances.
LaPed, you said; "It also occurs to me that items that frequently get included in travel capsules (things like my merino dresses from Icebreaker and Ibex, or my Prana and Athleta leggings) hit 30 wears quickly, because if I take them travelling they get worn every other day, if not every day. It may feel like items that are primarily for travel don't see a lot of use, because the uses are concentrated in a short period of time, when in fact they're racking up more wears than some of my "everyday" clothes. "
BINGO!!! Lightbulb moment for me or what? Wow. I do soooooo much travelling, my travel items almost always get more than 30 wears within a year, and many of them are also at-home essentials...no wonder I make that 30+ mark so often with many of my "background" type items. Hmmm.