I am developer of mac app which rely on system events. From mojave each time I request for permission user see popup this app wants to control etc etc. I got it but every time? It killed lots of apps.
how?
But if I was in your position, my response would be to do the best job I can to educate my users about this and hold their hand through the process as much as possible. If your competitors face the same challenges, doing this well could be a real competitive advantage.
A prompt at every instance is just fear mongering.