Printers are the only real thing I can say are DEFINITELY better the older you go. From what I can tell, only 2 companies are somewhat good to buy from still. The rest will charge you a subscription to print stuff and use ink and toner, and it has to be THEIR ink and toner, which cannot be an already-used product since it would make it not work on purpose. That's not even getting into how easy they break and how difficult they are to repair. I feel sorry for the people who have to design and manufacture these things because I know it's not their best work. They're told to make it this way or they'll get fired.
There is something common though regardless of the tech being talked about. It's the forcing of subscriptions and other unnecessary tech to make something "work" like DRM or "always-online features." It's an excuse to make quick additional money and leads into a bigger problem concerning how businesses are ran from executive positions.
To be fair, it was a bit different for PC. A lot of PC games had that stupid DRM like StarForce which is an awful thing to add to anything (not like similar DRM is added today like Denuvo). If you own a disc of an older game and still own an optical drive on a PC and try to play it now, chances are it will have a DRM on it and it will not like playing with modern OS's. It's easy to blame the OS, but you can find posts online about it breaking something in one way or another on Windows XP and 7 when those were still the latest and greatest from Microsoft. It's no wonder people were cracking and pirating games just to get around that DRM so they could still use their PC.
I'm pretty sure there's a tool made by the people that made StarForce to REMOVE StarForce drivers that broke stuff since it's that bad. LUCKILY.... places like GOG will legally sell the games but without the DRM and a few additional fixes, so you can plug and play that way. Just save the installers of games you like on something like a flash drive or any other preferred storage device and you're set!
As for console gaming, it works until it physically doesn't. Yes you can replace the parts but there's a diminishing amount of original, proprietary working physical hardware kicking around. Sony, Nintendo, Microsoft, Sega, and whoever else don't make old gen consoles and their components anymore. The average consumer also didn't take care of their hardware, so lifespan on components can be up in the air. They're gonna go up in price over time (how fast depends on nostalgia and other external factors like financial speculation). Same with the game discs, they don't make those anymore either. There are some people who are making good replicas or modern replacements though, so that's good. Regardless, take care of your stuff as much as you can!
This isn't even getting into the multiplayer side of things with services like Game Spy. When that shut down, that HURT a lot for the multiplayer gamers. So many games relied on those servers for multiplayer. I think since then, a lot of companies moved to their own proprietary solutions which is even worse, but it's still bad to rely solely on one service for multiplayer and expect it to live long when it gets exchanged between other companies, especially ones that are competing with other companies that use that service.