Yes, I have. I installed it 2 weeks before it was released to the public as part of the Windows Insider program and then again on several machines after release and, most recently, in the Creator's Update. Until there was a huge backlash against MS, all of those things were opt-out and turned on by default, including Cortana and the ink features. Apple does not turn any of these on by default, nor have they ever, and you have to opt-in to those features to use them.
Spotlight and Safari send anonymous data back that is parsed and separated so that it can't be used to identify the machine, user, or account that they came from. That's wildly different from the MS approach even after all the changes made on MS's end.
You're right that it's opt-out with Microsoft and opt-in with Apple. However Microsoft's opt-out screen appears during setup before you ever even reach the desktop. Where as Apple's opt-in is a nag that occurs periodically as you use the device or anytime you install an update.
I understand that Apple has publicly disclosed how they anonymize data and roll identifiers but Microsoft hasn't so you really can't say if telemetry data can be tied back to a user or not because you don't know.
Apple's opt-in is only triggered when you attempt to use a feature that relies on a function of the opt-in or when a new OS feature utilizes those functions. It's not a nag. It doesn't ask you until you want to use it. Microsoft assumes you want to use it and hides the opt-out settings under an "Advanced" button during setup when it asks about new features and then promptly asks you again after it assumes that you don't know what you're doing. The "Are you sure?" prompts on Windows are far more egregious.
Spotlight and Safari send anonymous data back that is parsed and separated so that it can't be used to identify the machine, user, or account that they came from. That's wildly different from the MS approach even after all the changes made on MS's end.