Their flagship products haven't really changed in 20 years.
Really?! You don't think there's much difference between Win7/Win8 and Win NT?!! I think you've forgotten just how much things have changed.
Try Ubuntu and you'll see how bad Windows sucks.
Few of the apps I use are even made for Linux. Double booting wouldn't be any more efficient for my workflow.
Try Chrome (which you probably already do) and you'll see how bad IE sucks.
I do use Chrome and FF, but IE 10 is miles ahead of where any previous version was in performance and standards compliance.
Plus Chrome isn't the end all and be all of browsers. Font rendering in Chrome is ABYSMAL compared to IE, FF and Safari. It's shocking just how bad Google fonts look on Google's own browser. Then there's the Flash bug, the inability to set a new tab page without a 3rd party plugin, disappointing audio playback, and many other bugs (just look at the issues on the Chromium dev site).
Can you imagine that in 2013 I still need to restart my computer after I install a software on Windows? Can you believe that?
I can't believe that anyone would perceive this as a problem. This happens a lot less frequently than it used to, it usually only happens with OS updates, and it takes my computer all of about 30 second to restart. Plus, when your computer restarts now in Win 8 it returns you back to your previous state, with all the apps and docs you had open. This is a non issue for me. Also, as Cardine pointed out, you can mitigate the inconvenience by changing the settings.
I also know you sometimes have to restart your machine in iOS or Linux after you've had an OS update.
Disagree. It's annoying as fuck when you wake up in the morning and realize your computer has restarted because of some random update that went on at 3AM. Obviously there is worse... random crashes, BSODs, RAM/CPU usage, but I picked the restart thing as an example because it's something end users have been complaining about since 95 and yet it's getting worse with every iteration.
I very rarely have random crashes, no more frequently than I have had with iOS. I do not BSOD. I currently have 4 Adobe apps open (Photoshop, Illustrator, InDesign and Bridge), Chrome and Firefox are open with about 30 tabs between them, IE is open for testing pages, Outlook, Skype, KeePass, Sublime Text, and a handful of background processes like Kaspersky, Mystic Thumbs, Suitcase, WAMP, etc. etc. are all open and I'm using 38% of the 16 GB of RAM I have installed and 3% of my CPU. I do not run a paging file and I never run out of memory unless I try to open the entire Adobe Creative Suite at the same time.
Might be time to upgrade your computer if your shit runs that poorly. Either that or quit exaggerating.