I think it is a disaster and that the lack of long-term API/ABI stability (outside of the kernel) is one of the biggest things holding commercial software on Linux back. It's much less of an issue for FOSS software, which can easily be recompiled or adapted. However, a lot of people (and companies) want to run proprietary software (e.g. games) on Linux.

This type of breakage causes problems for both developers and users. If you develop software for Linux you need to continously maintain it in order to ensure that it keeps working. And as a user it can mean that software which was working perfectly suddenly no longer works after an upgrade. For example, you may just no longer be able to play any of your older Linux games. If they were built for Windows you can still run them after 20 years, and they probably even work on Linux too.