Maybe if you stay in the ecosystem. I used an end of 2013 Macbook Pro at work that was bought for a research project. Latest hardware at the time. Had all kinds of problems connecting it to my Android phone. Apple "just works" is a myth. I have had as many problems with Apple hardware as with most other hardware. The chances that some random device will "just work" is probably highest for Windows 10. I'm saying that as a Linux user (by choice) and sometimes forced Windows 10 and OSX user.

I also recall some issues when developing Arduino stuff because of the USB connection to the Arduino.