A documentary about the legendary series of nationally televised debates in 1968 between two great public intellectuals, the liberal Gore Vidal and the conservative William F. Buckley Jr. Intended as commentary on the issues of their day, these vitriolic and explosive encounters came to define the modern era of public discourse in the media, marking the big bang moment of our contemporary media landscape when spectacle trumped content and argument replaced substance. Best of Enemies delves into the entangled biographies of these two great thinkers, and luxuriates in the language and the theater of their debates, begging the question, "What has television done to the way we discuss politics in our democracy today?"
| Actor | Role |
|---|---|
 Gore VidalSelf | Self |
 William F. Buckley Jr.Self | Self |
 Kelsey GrammerVoice of William F. Buckley | Voice of William F. Buckley |
 John LithgowVoice of Gore Vidal | Voice of Gore Vidal |
 Dick CavettSelf | Self |
 Christopher HitchensSelf | Self |
 Noam ChomskySelf (archival) | Self (archival) |
| RReid BuckleySelf | Self |
 Andrew SullivanSelf | Self |
| TTodd GitlinSelf | Self |
| BBrooke GladstoneSelf | Self |
 Paul NewmanSelf (archival) | Self (archival) |
 Arthur MillerSelf (archival) | Self (archival) |
 Muhammad AliSelf (archival) | Self (archival) |
 Sam DonaldsonSelf (archival) | Self (archival) |
 Norman MailerSelf (archival) | Self (archival) |
| MMatt TyrnauerSelf | Self |
 Godfrey CambridgeSelf (archival) | Self (archival) |
 John McWhorterSelf | Self |
| CChristopher Lehmann-HauptSelf | Self |
| JJames J. KilpatrickSelf (archival) | Self (archival) |
 Richard J. DaleySelf (archival) | Self (archival) |
| EEverett DirksenSelf (archival) | Self (archival) |
| JJames WolcottSelf | Self |
 Woody AllenSelf (archival) | Self (archival) |