Windows 7 was the last truly commercial (customer-oriented) operating system
Around 10 years ago, when I saw a pop-up that said my Windows 7 would be automatically "upgraded" to Windows 8 within a certain amount of time, I immediately downloaded a program to block that from happening. At that moment, I knew the industry had permanently switched from a customer-serving model to a vendor-serving one.
I swore that I would continue using Windows 7 until either something bad happened as a result of using it, or until some use case stopped working on it for which there were no reasonable alternatives. To this date, I'm still running it, and in fact have expanded my usage of it to three additional PCs. And with the ease of accessing newer operating systems through VMs and remote desktop, it's difficult to imagine a scenario where I will feel the need to "upgrade" in the forseeable future. And if I do, it will almost certainly be moving individual use cases over to a parallel PC running something like Linux Mint.