A blonde Southern beauty with a fearless attitude – which some described over the years as foolhardy – Cybill Shepherd was a former beauty queen who rose to fame in the early 1970s, after a star-making turn in director Peter Bogdanovich’s Oscar-winning “The Last Picture Show.” Her fame waned by the middle of the decade, thanks to a string of flops and a highly public break-up with her Svengali director/boyfriend, Bogdanovich, but she returned with a vengeance as the sassy P.I. Maddie Hayes on the smart TV comedy, “Moonlighting” (ABC, 1985-89) and as campier TV version of herself on the hit sitcom, “Cybill” (CBS, 1995-98).

Trying to cast the lead role of Mel Coplin, an adoptee searching for his biological parents in the wake of his own son's birth in the comedy "Flirting With Disaster" (1996), writer-director David O. Russell knew what he wanted: "a young Dustin Hoffman type, who was kind of urban, kind of smart and ethnic." Ben Stiller, the only son of the venerable husband-and-wife comedy team of Jerry Stiller and Anne Meara, convinced Russell that he could fill the bill. Increasingly busy before and behind the camera, the curly-haired, quirkily handsome actor-writer-director seemed well poised to become the poster boy for Generation X era comedy--regardless of his stated discomfort with such a designation. With decisive roles played by nepotism, "Saturday Night Live" and MTV, Ben Stiller's swift career trajectory may be somewhat paradigmatic to those for whom the name "Barrymore" evokes "Drew" before "John" or "Lionel".