Forum Discussion
SMBD24
20 days agoMeteor
ddaniel​ Just wanted to say that you are not crazy! I am very familiar with this prompt. We use Cisco Umbrella and they offer a backend configuration change you can request to perform Apple's recommended approach. BUT especially with cellular devices I think they hop back and forth between WiFi and Cellular at times and it will throw that message a few times a day sometimes.
I wish it was easier to manage from an enterprise standpoint as well... but likely it's overcomplicated deliberately to discourage disableing Apple's "magic".