I know the argument is often framed as open vs closed source ecosystems but I think and hope that ultimately having more options and more variety is good and interesting for us.
Windows, does deservedly get a lot of stick for it's past issues (windows rot etc) and present issues. However, I think ultimately what we learn from these scenarios is extremely beneficial for a lot of people.
As a Web Developer I hated IE 6. I still do. But, I have to admit that it taught me a lot. It taught me about the box-model. It taught me how to debug JS before the days of Firefox/Firebug. I know this was not by design or intention and I know this is easier to say in retrospect.
I can imagine a lot of people working in info-sec learnt a lot from the various failings of Windows and other platforms too.
I guess my point is don't be negative for the sake of it. If Windows is bad, I hope it improves. Same goes for all technologies. I'm a Chrome user but I still love to run Opera, Firefox and Edge now and then because I enjoy different experiences and love playing with new apps and features. I also have a Macbook for work and and and Ubuntu partition. I enjoy using them all.