Ten years' durability* for non-underwear garments is what I shoot for as well. It's possible to get considerably more than that with a little extra care [for example, line drying rather than putting in the dryer machine]

-- I've pretty much always dressed the same -- it is more difficult to find quality clothes these days, even from mail-order places that used to be reliable in that regard.

What I look for is : - practicality - durable + comfortable fabric - quality fittings e.g., zippers / snaps - solid workmanship - thrifty price for value - where it's a reasonable option, I go for stuff made in the USA

Since certain makes of clothing are already under discussion here, I'll add a few of my go-tos -- n.b. I have zero affiliation with these or any clothing companies:

~ Flannel shirts : Codet / Big Bill

~Rugby shirts and similar : Columbiaknit

~T-shirts, turtlenecks, sweatshirts : Union Shirt Supply

~Jeans : Roundhouse, Texas Jeans

~Khakis : Bill's

~Polyester "dress jeans" [? right] : Wrangler 'wrancher' [made in Mexico, last forever] ~Cycling bibs : TheBlackBibs [great, made overseas]

~Mountain bike shorts : Zoic [reasonably OK, made overseas]

~Dress shirts : WhiteDressShirts [when absolutely necessary]

~Belts : Bison Designs

Socks and underwear - there used to be good options in this category, but getting verrrrrry hard to find, so I've regrettably started treating them as one-or-two-season-then-toss

- When I can find the time [rarely], I also look for stuff at thrift stores, mainly for the environmental benefit [though the low price doesn't hurt!] -- mostly oxford shirts for everyday wear

I have a hard time focusing if I'm not comfortable, so for me, clothing like the above is a worthwhile investment

*I used to get this much wear and more out of shoes [buy quality boots and shoes, get resoled as needed], but since I've moved to sneakers [due to leg and foot injury], generally I only get a season out of sneaks even with a multi-pair rotation.