Completely agree that we take the iOS install process for granted.
I will point out, though, that you don't have to restart windows after every application install/uninstall (With the exception of system updates, I haven't had to restart Windows due to an install yet since XP).
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These are some valid points, but I disagree with some of the assessments:
1 - Multiple Ecosystems are NOT a huge deal - not nearly as bad as they used to be. With cross-platform tools, using multiple devices with different operating systems can be pretty smooth. The ONLY time I've had problems is when it comes to restrictions based on employer. One of the lessons you learn being cross-platform is that not everything NEEDS to be on EVERY device! It's okay if a device has specific uses and purposes. I have more devices than I care to admit, but not even every iOS device has all my stuff on it - my 12.9" iPad Pro is reserved mostly for artistic endeavors, while I moved most of my work stuff to the 9.7" iPad. Same thing with Windows - I don't have all of my contacts and calendar stuff on the Surface Pro because I don't need to. If I want to move a drawing from the iPad to the Surface Pro, it's actually pretty simple - I could use Drop Box or OneDrive, or I could connect my iPad to the Surface via USB (I would LOVE for Apple to make AirDrop for the PC...).
2 - App Store - While the Microsoft Apps store itself isn't great, that HARDLY means that there are no apps for the Surface. In fact, there are TONS and TONS of apps for Windows. Are they all in the shiny new "Modern UI"? No, but with Windows 10 they don't need to be. Also, I would REALLY hesitate to say Windows apps are "less polished" than their iOS counterparts. Some are, but many others are just as polished (or better).
3 - Windows - I really do prefer the direction MS was going with Windows 8, and I often talk smack about Windows 10 Tablet mode (deservedly so), but the Windows 10 user experience is quite a bit better than older Windows (even 7 - and yes, even in my jaded opinion, there are quite a few improvements over Windows 8 as well, especially in how non-Modern UI apps are handled). While I still prefer iOS (ESPECIALLY in Tablet Mode), the Windows 10 experience is quite good.
Ultimately, the point is that there isn't a "better" operating system, there's just a "better for YOU" operating system.
Personally, I have a hard time using the Surface in the 'casual' settings i use my iPad in, but it's completely a personal mindset that holds me back - it's a mindset that's based on how easy and natural iOS is for me to use. I CHOOSE to use the iPad because it's the tool i want to use.
From the standpoint of the OP's dilemma - I just ask if you HAVE to choose? I have both and enjoy both for different reasons. My "workflow" is fluid enough that it's really based on the preference I have at the moment (with some exceptions). Keep both and use both.