Humiliating Gary

You break up, you get humiliated on Howard Stern, then you make up— that’s how the saying goes, right? In 1998, Howard found out that his executive producer, Gary Dell’Abate, had taped an embarrassing apology to his ex-girlfriend, desperately pleading to take him back. Knowing that it would make for great radio, Stern encouraged Gary to hand it over, even setting up a charity fund to sway him. Some $18,000 later, Gary gave permission and the recording hit the airwaves.