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Fantastic information. To address your general point that there is some difficulty in assessing quality, it's not simply enough to spend lots of money, I'd recommend to everyone who is interested in stepping up their clothing quality game to find a reputable tailor. This is what I did, and I was lucky enough to do it while traveling in a part of the world with lower cost of living than the US. Because of this, I can order clothes that fit me perfectly and are made of extremely high quality materials for generally only a 20% markup over going to Macy's (for a dress shirt or slacks/trousers for instance), or a fully bespoke three-piece suit for about double the price of going to a Men's Wearhouse.

The most interesting thing I've found with wearing better quality clothing is that people notice, but don't realize this is what they're noticing. I get comments about my shirts from clients and when I go out in public random people will stop me to say something. Nobody says something about some technical factor of the clothing itself, but they will say things like "that's a nice shirt" or "wow, that shirt is really blue" (better quality cloth tends to have more consistent and lasting color as well).

This is one of those areas where quality isn't just expensive, it's more that quality only comes with being able to judge with expertise. Like most, I am unlikely to ever become an expert in textiles, so I found that having a reputable tailor do work for you was the best way to dress well without breaking the bank. My clothing lasts longer, looks better, and most importantly it feels better, all for a 20-30% markup over going to the mall.

Did you have your tailor make your clothing from scratch, or did you buy clothes you liked and had the tailor alter them to fit better?

Everything was made from scratch, and it was literally only 20% more than a similar off the shelf shirt at Macy's. I paid $85 at Macy's for a Michael Kors dress shirt which fit me pretty okay. My tailor charges me $110 for a shirt, and it's bespoke. $125 if I want contrast stitching on the top buttonhole and my initials monogrammed on the cuff.

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