I certainly don't obsess about my polo shirts for work, my tee shirts, or my work slacks. LLBean and Lands End have been reliable sources for the last THIRTY SEVEN years. So I'm not obsessive compulsive.
Except I am about hiking gear.
But I'm not sure whether my obsession is due to me making poor choices, due to technological improvements, manufacturer/designer flaws, due to an evolving market, or due to different ultralight niches.
1. Poor choices: not knowing how to layer properly and what layers are ideal. Not knowing how important zippers are vs. how important saving weight is. Thus I have some layers that are too thick and too hot, some that are too thin and too cool, some that are just right but don't have a zipper for fine tuning, some that are just right for heat regulation but DO have a zipper when I don't want one in that particular set-up/combination. Fortunately I can wear the trail cast-offs as casual wear.
2. Technological improvements. Capilene to odor resistant Capilene to wool. Some improvements aren't really improvements, like Patagonia's obsessive changes to the fabric panels on their baselayer. Do we really need different fabric textures on different parts of our upper body?
3. Manufacturer/designer flaws. The biggest was years of short shirt tails from Patagonia, forcing me to buy one size larger so they wouldn't pop out of my pants, until finally they made the base layer shirt tails long enough. Also, light wind jackets with extra long "cylist" style rear tails, making them goofy for casual wear. The soft-shell craze in general.
4. Evolving market. Let's face it, a lot of us have a lot of ultra-light gear because it is a new niche and manufacturers and users are feeling their way into what works and what doesn't.
5. Ultralight niches. Divide weather into 30 degree niches and you will probably pack different kits for each temperature range. It isn't as simple as just summer and winter. Factor in likelihood of wind (and its chill); allow for rain while hiking vs. rain at camp; sun; camping without a tent; with a tarp; in a tent-cabin (High Sierra camps). There are a lot of factors and while everything may fit in a 30 liter pack, it requires careful forethought to choose the right items. To a bystander the items we choose may look remarkably similar, but to us we know how each item works together and whether the situation we anticipate is the one we bought it for, or not.
So my sympathy to those with big inventories that get whittled down to 30 liter bags.
And one tip: it's impossible to remember what you have. Make a master list on the computer by reasonable categories and use key words so you can use a simple word processing search function to find stuff. Otherwise, like me, you may spend more time sorting out the stuff you need - and still miss some items - than the drive to your trail head.