This issue is driving me insane. Bought a top-of-the-line Ram 1500 Limited about 2 weeks ago and the issue started happening on Day 4 during a camping trip. Message pops up every 10 seconds - 3 minutes, and we have literally tried everything (factory resetting the phones, deleted devices from the vehicle and vice versa, OS updates, ensuring Uconnect is up-to-date etc). Brought it to the dealer twice this week - had to take it back the 2nd day because they said it was working fine, but it was doing the same thing. 'Tech guy' at the dealership said he connected his iPhone 11 Pro (same phone as mine) to it and used Apple Carplay for 30 minutes with no issues... yet I pick up the truck and sit in the parking lot and it happens within 2 minutes, and Carplay still doesn't work.
Finally insisted that they order a replacement USB hub based on the posts in these forums. So frustrating!