Hey folks,
I debate a lot about this in my head. I grew up in Goodwill clothing (we weren't frugal, we were broke), but now that my Dad has a better job I see him moving towards buying high quality clothing and other items, and now that I too am out working and making money, I have a tendency to work towards the same.
I think my easy example is a pair of boots I bought recently. I'm a hiking tour guide so waterproof hiking boots are necessary for half of my year. I was between a $100 pair of Goretex Timberlands that would probably last for a year or two and cannot be resoled, and a pair of $200 Aku Italian, handmade leather non-goretex boots that I'd have to waterproof but can be resoled.
I went with the Aku's. My old-dude-Canadian and Yooper (UP Michigan) friends all said that Goretex sucks because as soon as the seams crack it's no longer waterproof, and because the Goretex keeps the moisture in, too. The Aku's can be waterproofed 2x/year indefinitely, dry faster, and can be resoled for $50-75 as needed (I'm guessing for my use every 2-4 years).
This seems like a pretty clear good financial decision in my head. What do you all think? Does it make sense to buy high quality that lasts some of the time, all of the time, or does it not make sense at all? When doesn't it make sense to buy a higher quality when you have the option? Do any of you think I'd have been better off buying a cheaper pair of boots, or even buying a cheaaaaaap pair from a Goodwill and wearing some bags on my feet? What are the extremes that I'm not seeing?