The strategy could be to show that it is beneath him and to get the first taste of Jeb’s debate.
He can then prime up for the Fox debate.
Trump has groomed himself, like Reagan, for years from his time in front of the camera and when speaking to people from all walks of life. I think his biggest threat would be himself. I don’t think there’s a question he can’t handle. Someone asks him a question, like who is the president of Ethiopia, he can say, “I don’t know” or “It’s more important that he know who I am.” Or what if the ask him about the confederate flag, etc. I think if he gives honest answers, people will respect that. He’s not dumb.
I think they may all end up looking pathetic.