7. Robert Osborne

Millions of movie buffs know Robert Osborne as the elegant, erudite film historian and host of Turner Classic Movies, but few know that he spent time as a struggling actor, was mentored by comedy legend Lucille Ball, and even appeared in the pilot of "The Beverly Hillbillies" -- a show he was certain would "never catch on." A while back, Gilbert sat in as TCM's "Guest Programmer" and now Robert generously returns the favor by traveling to Manhattan's Society of Illustrators on an oppressively hot July evening to dish a little dirt and share anecdotes about Hollywood luminaries Bette Davis, Olivia de Havilland, Natalie Wood and Walt Disney (among others).