Iconoclasts(2005–2012)

Sean Penn & Jon Krakauer

Actor Sean Penn and best-selling author Jon Krakauer.

Alicia Keys & Ruby Dee

Alicia Keys and Ruby Dee walk through Harlem.

Mike Myers & Deepak Chopra

Comedian Mike Myers meets with author Deepak Chopra in New York to consider the importance of humor in one's individual quest for peace and happiness.

Howard Schultz & Norman Lear

Producer Norman Lear and Starbucks Chairman Howard Schultz discuss creative entrepreneurship.

Wynton Marsalis & John Besh

Eddie Vedder + Laird Hamilton

Eddie Vedder interviews Laird Hamilton. The two talk about their lives, nature and art, as the interview ends backstage at a Pearl Jam concert.

Mikhail Baryshnikov + Alice Waters

Alice Waters shares her knowledge of food with Mikhail Baryshnikov, as they both talk about art and teaching the community

Quentin Tarantino + Fiona Apple

Quentin Tarantino and Fiona Apple talk about movies and music in Austin, Texas. Quentin takes Fiona on a tour of the set of Death Proof.

Isabella Rossellini & Dean Kamen

Dean Kamen and Isabella Rossellini discuss the way they help other people, as they try out Kamen's inventions. Later they take a tour of New York City with the guide dogs Isabella is training.

Paul Simon & Lorne Michaels

Paul Simon and Lorne Michaels talk about the beginning days of Saturday Night Live, music, and comedy in the show business.

Desmond Tutu & Sir Richard Branson

Stella McCartney & Edward Ruscha

James Franco & Marina Abramovic

Judd Apatow & Lena Dunham

Seth McFarlane & Norah Jones

Christy Turlington Burns & Tory Burch

Jamie Oliver & Paul Smith

Samuel L. Jackson & Bill Russell

Bill Russell is visited at his Seattle home by actor Samuel L. Jackson, where the two proceed to play golf. Samuel L. Jackson is also given a tour of the home while interviewing the NBA legend.

Tom Ford & Jeff Koons

Artist Jeff Koons is interviewed by fashion designer Tom Ford, and then takes him on a tour of his studio.

Brian Grazer & Sumner Redstone

Brian Grazer interviews Viacom CEO Sumner Redstone. The two discuss about the evolving media, then Brian Grazer gets taken to a local fish store by Sumner Redstone.

Renee Zellweger & Christiane Amanpour

Mario Batali & Michael Stipe

Michael Stipe is interviewed by Mario Batali to find out why he, and his songs, are politically motivated.

Charlize Theron + Jane Goodall

Lenny Kravitz + Lee Daniels

Hugh Jackman + Jean-Georges Vongerichten

Cate Blanchett + Tim Flannery

Ron Howard + Steve Nash