Pulitzer Prize-winning Teddy Roosevelt biographer Edmund Morris visits for a free-wheeling chat about the remarkable achievements and complexities of the larger-than-life 26th President—and how modern presidential candidates stack up to history.

Judd Apatow, the man behind such hits as “Anchorman”, “Knocked Up”, “Bridesmaids”, and “This is 40”, joins Conan to touch on the nature of comedy writing rooms, breaking into showbiz, and how Judd's greatest dream was to write an episode of “The Simpsons”.

Nate Silver, statistical whiz behind the New York Times' FiveThirtyEight blog (which correctly predicted the winner in all 50 states in the 2012 Presidential Election), sits down with Conan to talk about hard data, trusting your gut instinct, and the power of perception… all while wearing a Cookie Monster t-shirt.

Grammy-winning musician and producer Jack White joins Conan for a special episode of Serious Jibber-Jabber—shot entirely on 35mm film.

In this special round table episode, ‘The Simpsons’ scribes Al Jean, Mike Reiss, Jay Kogen, and Jeff Martin reunite with Conan for a rollicking 80-minute discussion about comedy, fatherhood, and the early days of the pioneering animated show.

Acclaimed music historian Peter Guralnick joins Conan on Serious Jibber-Jabber to discuss the titans of early Rock and Roll: Sam Cooke, Sun Records, and Elvis Presley.

Comedy legend Martin Short joins Conan O'Brien for a rollicking hour-long chat about SCTV, SNL, Ed Grimley, and why having a dad who's kind of a jerk makes you funnier.

Director Mel Brooks and Conan O'Brien enjoy a long, rollicking conversation about comedy, the nature of performing, and the people who've influenced and figured prominently throughout Mel's legendary career.

Pulitzer Prize-winning historian A. Scott Berg talks with Conan about Woodrow Wilson, including Wilson's hesitant path to World War I, how his wife secretly ran the White House, and what Barack Obama can learn from the 28th President.

Acclaimed documentary director Ken Burns sits down with Conan for a sweeping conversation about the roots of the Civil War, how to create a narrative out of chaotic history, and why C-Span is secretly awesome.

Conan talks with Michael Lewis, the author of “Flash Boys” and “Moneyball” on Wall Street's desperate need for oversight, why the financial market should look for a responsible, overpaid "son of bitch," and how he gets pumped up by listening to the “Frozen” soundtrack.

Conan sits down with one of his favorite authors, Erik Larson (“The Devil in the White City”, “In the Garden of Beasts”, “Dead Wake”) for an in-depth discussion of early 20th century history, the pleasure-pain of writing, and Conan's favorite subject: murder.

Conan sits down with acclaimed author Evan Thomas (“Sea of Thunder”, “Ike's Bluff”, “Being Nixon”) for an in-depth discussion on dirty trickster, Kennedy frenemy, and secret film nut, Richard Nixon.

Richard Zoglin's new biography of Bob Hope reveals that he was one of the first multimedia celebrities, starting in vaudeville, moving to radio, and inventing stand-up comedy as we know it.

Conan talks with acclaimed Beatles biographer Mark Lewisohn, whose biographical history trilogy delves into the Fab Four as never before and explains why Paul and​ Ringo might actually be the worst authority on the Beatles.