I believe in the adage of, “If it sits between you and the ground, don’t skimp”.

Shoes, socks, desk chairs, lounge chairs, sofas, car( seat)s, mattresses…

You spend too much time in or on all of these things to be uncomfortable.

I also see posted here the Adam Savage advice of buying cheap tools first, and then upgrade after you better understand your needs. I also think that’s great advice you can apply to most things. Just not the above things.

Toilet paper. Once you rip through cheap one, you’d pay anything to buy better one in the first plce.

Office chair, if you are a programmer.

GPU’s, usually the budget ones have worse performance per dollar ratios

Pretty much all kitchenware is worth getting the good stuff if you can afford it, even if cheap versions will work.

Probably safety-related items.

Now that more devices are on USB-C, but the standard isn’t labeled well, it’s worth getting a good cable/charge block that will regulate power appropriately.

Adam Savage had the team that does CT Scans of various products and you really can start justify why some good charging cables cost $100.

I probably wouldn’t spend that kind of money but I’m willing to spend more on one really good one that I can use in many devices.

Depends on your definition of “expensive”, but in general, (semi-automatic) espresso machine under $450 is probably not worth getting. Most of the time, Areopress ($30) or moka pot will make better coffee than anything under this price rage.

Toilet paper.

I haven’t seen it mentioned, so let me say: Outerwear. Especially if you are into snow sports, the difference between quality outerwear and cheap garbage is not just getting wet sooner. It could very well save your life if you’re wearing something that will keep you dry while maintaining breathability. And nothing beats lifetime no questions asked warranty where you just hand it in and it gets repaired for you. In the long term this saves a decent penny whil also reducing your environmental impact

Same goes for base and mid layers. Cotton will kill you, and lots of cheap synthetics don’t breathe well. Spend money or higher end synthetics or merino.

Lastly, don’t get cheap goggles from Amazon or eBay. Heck, don’t get the cheapest models from even more reputable brands. You will want your goggle lenses to provide good UVA and UVB protection, while also providing contrast enhancing features like polarization and very importantly: fog resistance. You will not have a good time if you can’t see where you’re going. I can’t stress enough how big of a difference visibility makes for your enjoyment and safety.

Parachutes.

I bought of pair of real, honest to goodness birkenstock sandals. They were stupid expensive compared to the shoes I normally buy.

…now I almost never wear any other shoe. They fit, they’re comfortable, the straps dont cut into my feet now that they’re broken in, and I can take them to the store to get resoled for way cheaper than if I had continued my pattern of buying cheap sandals and running them into the ground every few months.

Kitchen knives, definitely. A good knife is a fucking godsend.

Quality underwear (once you’re an adult).

A good office chair (not necessarily one of those expensive as fuck mesh ones - I hate those… But something quality).

Also, I’d distinguish between pointlessly expensive and quality.

A mattress

It’s almost always better to not buy a cheap sex toy. There’s no regulation of the industry and many materials in cheaper toys are just straight up dangerous. Here’s an article (it’s NSFW, there are pictures) that goes over what materials are and aren’t safe.

This is so hard to specify because it really depends on a lot of factors. It’s usually more like there are specific models that are really worth getting, or pricepoints or brands depending.

Like, I don’t think cordless drill/drivers that are sub $100 are really worth it if you’re ever going to do more than screw into pre drilled or pre made screw holes. But a Bosch (blue), Dewalt, Milwaukee, Makita, etc are all pretty good. They’re just usually over $100.

You’re right about blenders - I never had a use for Oster blenders, but a BlendTec in 2008 changed my life (well, not really, but did do things that I have uses for at least).

Ohh, pressure cookers - I don’t want to risk it exploding, so I avoid the $70 and under crowd. Actually, I went Kunh Rikon which is pretty expensive, but also really hard to screw up (like 6 layers of safeties), and easy to get refurb parts for seals and such.

Lots of safety equipment - there’s all sorts of … “fake” in that it won’t actually work stuff at super cheap prices. I’m thinking like laser safety glasses or chain saw safety pants. Mid range is def worth it there.

Dishwashers IMHO. I’ve used cheap ones before and they clean poorly and are extremely loud. Depending on your house, you won’t want to be in the next room to them. OTOH, Bosch higher end ones, like the 800 series, cost a pretty penny, but are darn near silent and actually live up to the washing claims - shit just comes clean in them. I’m usually surprised in a good way. Oh, and that third tray for silverware - I’m never going back to the basket (though lots of brands have that now).

Stand Mixers - especially if you want to get into bread or attachments for grinding things. I strongly recommend the Bosch Universal Plus. That thing is like a power tool for the kitchen. We’ve abused it for over 10 years and it’s not slowing down. I know many people online who have had them for 30 years.

Vacuums - look into Sebo.