May tries to play to the wide audience. It's a two-part simple rule, which one might expect from such a simple-minded person.
Rule 1: More people will be rooting against any given team than those who support it.
Rule 2: Tell those people what they want to hear.
He knows that if he makes enough predictions that come true, even if most don't, when luck smiles his way the majority of the audience will remember that he predicted something they wanted to see come true. He is good at making vague statements sound like he just said something interesting.
"I don't care what you say, Team X is vulnerable" If X loses, he predicted it. If they win, he told you they'd have a tougher time than many people thought. If Team X blows its opponent away? He is glad they fixed that problem after he drew attention to it.
"Their offensive line isn't playing like Coach X want it to." Well, if Coach X is like any other coach, this statement is true if they do anything less than open five yard wide holes every play!
Contrast him to Corso and Herbie yesterday on GameDay. Both used the words, "I was wrong" about Team X. You'll hear those words only infrequently from May, not because he's more right, but because he has less class and they don't have enough airtime for all his screwups anyway.
I still want to see this man fired for what he did in the Alamo Bowl.