Philbin remembers listening to Crosby's songs over the radio during the Depression and learning every word. When he got a job as announcer and co-host on "The Joey Bishop Show" and Crosby was a guest, Bishop told Crosby how big a fan Philbin was, and Crosby sang him a song. Then Bishop suggested Philbin sing one of Crosby's songs for him. "Is he nuts? I thought," Philbin writes. "Is he looking for a few laughs at my expense? How do I get out of here? Bing turned and gave me a pleasant enough look – but straight at me. I can still see those steely blue eyes." Philbin sang "Pennies From Heaven," and Crosby joined in on a few parts. The next day, Philbin was offered a recording contract.