I have had similar issues, while driving down the road, and just out of the blue my display saying trailer not connected, check trailer wiring. What's worse is losing my breaks. Have also dc'd my trailer and been driving and had the message pop up to check trailer wiring while there was NO trailer connected. I don't think there was anything wrong with it, but I replaced 7 pin plug the plug on my trailer equipment trailer. Have also had some issues with recognizing which trailer is connected, and sometimes will act up with the 4 pin plug on my stock trailer. I am in the process of trying to rule out the trailering module, but I have read that some have had issue with it and had to have the module replaced. If my problems continue, I will let the dealership replace the module while my truck is still under bumper to bumper.