Iconoclasts - Parings
Season One
- Brian Grazer (Producer) on Sumner Redstone (Media Mogul)
- Mario Batali (Chef) on Michael Stipe (Musician)
- Renée Zellweger (Actor) on Christiane Amanpour (Journalist)
- Robert Redford (Filmmaker) on Paul Newman (Filmmaker)
- Samuel L. Jackson (Actor) on Bill Russell (Sports Legend)
- Tom Ford (Designer) on Jeff Koons (Artist)
Season Two
- Eddie Vedder (Rocker) on Laird Hamilton (Surfer)
- Mikhail Baryshnikov (Dancer) on Alice Waters (Chef)
- Quentin Tarantino (Director) on Fiona Apple (Singer)
- Isabella Rossellini (Actor) on Dean Kamen (Inventor)
- Paul Simon (Musician) on Lorne Michaels (Producer)
- Dave Chappelle (Comedian) on Maya Angelou (Poet)
Season Three
- Sean Penn (FILMMAKER) on Jon Krakauer (AUTHOR)
- Alicia Keys (MUSICIAN) on Ruby Dee (ACTIVIST)
- Mike Myers (ACTOR) on Deepak Chopra (PHILOSOPHER)
- Howard Schultz (ENTREPRENEUR) on Norman Lear (PRODUCER)
- Wynton Marsalis (MUSICIAN) on John Besh (CHEF)
- Madeleine Albright (DIPLOMAT) on Ashley Judd (ACTOR)
Season Four
- Desmond Tutu (ARCHBISHOP) on Richard Branson (ENTREPRENEUR)
- Stella McCartney (DESIGNER) on Edward Ruscha (ARTIST)
- Tony Hawk (SKATEBOARDER) on John Favreau (DIRECTOR)
- Bill Maher (COMEDIAN) on Clive Davis (PRODUCER)
- Venus Williams (CHAMPION) on Wyclef Jean (MUSICIAN)
- Cameron Diaz (ACTRESS) on Cameron Sinclair (ARCHITECT)