Nothing could please this guy more than to be Trump's "enemy".   Remember when the head of CBS said that Trump may be bad for America but good for CBS?   This guy's job is to sell eyeballs to advertisers; he has no interest in politics or America's success per se; just not his job.   His job is to sell eyeballs to advertisers.

And conflict sells.    His job is to create conflict.   Whether it's paying no attention to policy questions while they have a 3-hour panel discussion of the conflict-of-the-day, the wild-accusation-of-the-day, the outrageous-comment-of-the-day, or whether it's hyping some foreign event as the eve of War, his job is to create conflict.

Trump's job is ALSO to create conflict, because he ALSO has no interest in policy.   So these two are literally made for each other.   Any supposed conflict between them is to their mutual benefit; as in a reality show.