Roland- The worst case of obsolescence I experienced was with Adobe. There was this small company who created a professional editing software that did, exclusively, chroma keying digitally using layers. It was a killer p[rogram that alolowed layers and alpha channel editing. Back then this was very advanced. I paid $1000 for the program and built a business around this method of on location video production. I had a 60 ft x 20 ft green screen to shoot multi camera productions. It was great money until Adobe bought the company and they integrated the software into their CS3 Broadcast bundle requiring me to pay $2600 for that. The following year they decided to integrate digital layer chroma keying in After Affects and dropped the special product I used. The next year they went subscription but After Affects didn't have the capability of my original product. Then they shut down my CS3 package so I could no longer use that. It wasn't long after that I had my health issues and retired but I paid a lot of money for software the company just shut me down. Eventually, After Affects was capable but was very expensive on a subscription basis with their bundles. Today you can subscribe to these packages for just $20 a month which isn't bad. I use Premiere Pro only because it does 360 3D VR with ambisonic audio. They are the only ones with that capability. But they are still up to their old tricks. A company Mettle, had the only distortion free titler for 360 3D VR and I bought their software. But a few months later Adobe bought that out and integrated it into Premiere Pro and After Affects, so now if you want to add titles, you have to subscribe to these Adobe products. I wouldn't deal with Adobe but they are making a ton of money with subscription and are able to buy and shut down the competition. They have the only decent product out so if you want to edit video in 3D VR you have to deal with them. Everything else I have tried just doesn't work right.
And it continues- Just this week Adobe updated my Premiere Pro and now it doesn't recognize my GPU. Fortunately, I was able to download the prior version that works. I discovered as many as 78 editors have complained about this and the one response I saw was "Adobe Premiere Pro is meant for professional editors. If your hardware is not up to professional standards you may not be able to use Premiere Pro. Try another edit software or upgrade your GPU to one that works with Premiere Pro." So I looked up the Adobe FAQ and saw my GTX1080 Ti was listed as compatible yet it doesn't work.
Around here I have several dedicated computers ( laptops ) I keep older versions of windows on just because Microsoft does the same thing. I have windows 3.1, win 95, windows XP, windows 7, and my editing computer and Surface Pro runs windows 10. It's the only way I know to resolve the legacy software needs. My main office computer runs windows 7 and windows XP as a virtual machine.