He found ways to drop the "Harvard" degree into monologues (as most genuine graduates of Harvard know to avoid.) Truth told, his degree is an MPA, not a bad thing, but I doubt that many Crimsonites will claim him as one of their own.
One doubts that he will be suitably embarrassed by the whose/who's usage error, even though that's pretty easy to keep straight. (Who/whom is tougher, even for folks more highly educated than O'Reilly.)