As someone who just switched from windows to Mac, when you pick windows you also gain periodic show stopping problems, kafkaesque hoops to jump through randomly in the middle of your workflow, a slightly terrible security architecture and the ability for family and friends to see you using windows and are clearly an expert and then ask you to fix their crapware ridden death boxes. At least you gain thousands of google results for every problem coming your way.

Incidentally yesterday I ran out of disk space on my old windows laptop. There was a windows problem reporting process that ate 100MiB once an hour. Eventually over the space of weeks you lose your entire disk then spend an hour googling the numerous incantations that need to be applied to fix this most of which don't work. Random shit like this happens at least once a week or so and just ruins an afternoon.

Also don't think that the built in ubuntu or windows shell stuff actually works properly. There are many horrible bugs. Nothing on windows works properly for months if not years. Even with creators update, I used putty and virtual box because it was that bad.

Also you're going to miss things like keychain in OSX.

Edit: also my old T440 which I was running windows on, Lenovo couldn't ship working drivers for creators update and the moment that got rolled out TSHTF. This resulted in the SATA controller hanging for 30 seconds every five minutes and locking the machine up. I wasted six hours trying to find a combination of drivers and PM config that actually didn't do this. That's a whole day of work down the pan.

There is just ZERO quality on the platform and I'm done with it.