Not anymore. That may once have been true but circa Windows 8.1/10 that changed substantially IME. It really came to a head when Windows 7 support was dropped b

Not anymore. That may once have been true but circa Windows 8.1/10 that changed substantially IME. It really came to a head when Windows 7 support was dropped but I spent several years consulting and helping people migrate really really old software (which should have been replaced) that was Win 3.11/DOS based from Win7 to either Dosbox or Wine on Linux systems because Windows 10 specifically couldn't actually support running them anymore. Compatibility was broken in a rough way with 10 for very old applications which were otherwise working. It's fine to argue typical desktop applications need to be updated but purpose-built applications cost money, so when you have things like a POS terminal installed in thousands of fast-oil-change locations and it's from the Win3.11 era working perfectly fine for years but suddenly stops working after moving to 10, that's a sudden cost on a business (especially with no warning). Yes, you can argue that companies should be updating that kind of software, if only for reasons of security (I often did). The bottom line tends to be king, especially in smaller businesses, in my experience.