Billy Bush

  Amiable entertainment reporter to some, insufferable TV twit to others (including Billy Crystal, who dubbed him "the most annoying man in show business" at the 2004 Academy Awards), Bush could have pursued politics like his uncle George H.W. or his cousin George W. Instead, he opted for the world of entertainment, starting out in radio. In 1997, he made a splash on his relatives' turf as the host of the Washington, D.C., gag-happy morning show Billy Bush and the Bush League, but it was a 2001 appearance on the entertainment-news program Extra that led to Bush's small-screen career. The pretty boy was a natural on camera and was soon invited to contribute segments to Today. By the end of that year he was working as an Access Hollywood correspondent, and in 2004 he was promoted to full-fledged coanchor. Unafraid to pose outrageous questions or poke fun at celebrities' images — he served pizza to Victoria's Secret models and asked Penélope Cruz if she could spell then-boyfriend Matthew McConaughey's surname — Bush was impossible to ignore, alternately provoking giggles or ire from interviewees and viewers alike. After emceeing numerous specials, including beauty pageants and award-show countdowns, Bush landed a Ryan Seacrest-type gig as the cohost of the Broadway reality series Grease: You're the One That I Want in 2007.