Some things you get what you pay for, some things you don't. Try and learn. When I was a younger guy, I couldn't afford some of the better stuff. So I started doing ebay, CL and REI garage sale. I have no problems with second-hand goods. Especially when you find a great deal on something someone else took the MSRP hit on in excellent condition and half price.
^^^^THIS!
There is no substitute for a good ratchet. There is a reason the good ones are so expensive.
On the other hand, as has been said, $60 for a cup is outright silliness. I have no problem with the $10 version, and I don't think anybody lost their R&D shirt when I bought one. That $60 price tag has everything to do with brand exclusivity so that snobs can hold their noses just that much higher than the rest of us. Bless their hearts. I will just have to be content with what remains in my wallet.
I think the challenge is learning to distinguish which items deserve the price tag and which items leave room for compromise. In my world view there are tools and there are "tool shaped objects". That discount bin of hammers, screwdrivers, wrenches, etc, all marked "Made in China" with some brand no one has ever seen before, those are the "tool shaped objects". Don't ever buy those things. Each of those objects is a lesson waiting to happen. A lesson about what doesn't work.
Sadly, even Craftsman tools have devolved into tool shaped objects over the years. Thirty years ago I bought a set of Craftsman screwdrivers. They were good quality. Their replacements are junk. The lesson there is that brand is not even a safe indicator. You have to be attentive to what is going on in the world and reevaluate things over time.
I like buying used. Among other reasons, time separates the quality products from the junk products. A reputation is developed and a more informed choice can be made, and that with information from those who use the products rather than the marketing speak (another word for "fraud", thank you Scott Adams) from those who just want to separate people from their money. (And yes, marketing is why the $60 cup has that price tag. And yes, I have no qualms about defrauding the fraudsters.)
Of course, buying used takes more effort. I can't just log into Amazon and have it delivered in two days. It often means a compromise in color, or features, or condition of the finish. And sometimes there are products that never seem to show up on the used market in any kind of decent condition, and then I have to break down and buy new. But at that point I will know why it is that I am buying new, and it most certainly will not be an impulse buy.
And by no means do I begrudge those who have more money than time and who buy all their gear new. Among other reasons, those are the folks from whom I have the best chance of buying my used gear. If it were not for those folks my life would be harder.
It all works out.