[quote='811962022, endecotp, /thread/756094?answerId=811962022#811962022, /profile/endecotp'] Is that on an Intel or an ARM Mac ? [/quote] ARM. M1 MacBook Air. I found other people who ran into this iOS Simulator limitation here.

Even just opening the Files app in the simulator, trying to create a "New Folder" fails

Thanks for the comprehensive reply! I'm afraid I haven't made my point clear, in the scenario described above the user is holding the pencil without it touching the screen at all, what I want is to trigger its haptic engine over-the-air in response to a finger touch (to compensate for the lack of a haptic engine in the iPad itself). Even in the other scenario, where both a finger and the pencil are touching the screen simultaneously, I can't get a finger touch to generate a "buzz" in the pencil. Only when I trigger the feedback from a pencil-generated touch does the pencil ever buzz. I'm guessing there's some protection in place that blocks any "generated feedback" from getting to the pencil unless its own touch triggered its invocation. That's what I mean by "rules", even before looking at the guidelines.