| 2019-11-27 | Lin-Manuel Miranda on 'His Dark Materials' and His Career Since 'Hamilton' | 40:07 | 867 | Show |
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| 2019-11-26 | Rosie Perez on Her Tough Childhood and Her Film 'Birds of Prey' | 54:53 | 235 | | Birds of Prey
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| 2019-11-15 | Antonio Banderas | 46:38 | 198 | |
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| 2019-11-08 | 'The Witch' Director Robert Eggers on His New Film 'The Lighthouse' | 36:00 | 486 | |
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| 2019-11-04 | "America's Diva," Soprano Renée Fleming on Acting in Musical Theater | 42:31 | 280 | |
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| 2019-11-04 | Josh Gondelman on Comedy and Being a "Nice Guy" | 38:06 | 87 | Show |
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| 2019-11-01 | NFL Hall of Famer Tony Gonzalez on His Podcast 'Wide Open' | 34:51 | 169 | Show |
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| 2019-11-01 | Chris Morris on His Film 'The Day Shall Come' | 43:56 | 1,282 | |
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| 2019-10-22 | Edi Patterson on Her Hit Show 'The Righteous Gemstones' | 37:44 | 184 | Show |
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| 2019-10-22 | John Leguizamo on His Special 'A Latin History for Morons' | 35:20 | 190 | |
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| 2019-10-05 | Peter Sarsgaard on His Love for Soccer and His Film 'The Sound of Silence' | 40:57 | 136 | |
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| 2019-10-04 | Taylor McFerrin on Bringing His Vocals to the Forefront in His New Album 'Love’s Last Chance' | 41:56 | 161 | |
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| 2019-09-27 | Electronic Musician and Producer Tobacco on Black Moth Super Rainbow | 36:27 | 5,419 | |
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| 2019-09-27 | Rapper Freddie Gibbs on His New Album 'Bandana' with The Legendary Producer Madlib | 52:41 | 114 | |
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| 2019-09-13 | Craziest Day of My Entire Career: Matt Braunger | 12:56 | 268 | |
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| 2019-09-13 | Jay Leno on the Late Night Wars and Spending Decades on 'The Tonight Show' | 57:39 | 5,543 | Show |
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| 2019-09-06 | Justin Simien On His Hit Show 'Dear White People' | 35:27 | 26 | Show |
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| 2019-09-06 | Julio Torres On His Stand-up Special 'My Favorite Shapes', 'Los Espookys' and 'SNL' | 44:50 | 1,069 | |
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| 2019-09-06 | David Oyelowo On Doing Chase Scenes with Tom Cruise and Working in Hollywood | 32:30 | 49 | |
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| 2019-09-06 | I Wish I'd Made That: Nick Offerman on The Gibson J-200 | 14:48 | 108 | |
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| 2019-09-06 | Amy Sherman-Palladino On the Latest Season of 'The Marvelous Mrs. Maisel' | 45:58 | 464 | Show |
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| 2019-08-16 | The Egyptian Lover on the Early Days of LA Hip Hop and Electro | 26:52 | 146 | |
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| 2019-08-16 | Eugene Levy on Improv Comedy and 'Schitt's Creek' | 33:43 | 280 | |
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| 2019-08-12 | Jeff Goldblum on His Film 'The Mountain,' Acting and Fatherhood | 46:47 | 380 | | Jurassic World Evolution
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| 2019-08-12 | The Song That Changed My Life: Cuco on Tame Impala's 'Feels Like We Only Go Backwards' | 13:28 | 178 | |
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| 2019-08-03 | Lesley Manville On Working with Mike Leigh, the Latest Season of 'Mum' and More | 38:28 | 299 | Show |
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| 2019-08-03 | E-40 On His New Record 'Practice Makes Paper' and Growing Up In the Bay Area | 30:29 | 73 | |
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| 2019-07-26 | Filmmaker Aviva Kempner on Her New Film 'The Spy Behind Home Plate' | 27:52 | 98 | |
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| 2019-07-26 | Journalist and Author Jeff Chang on His Latest Project 'We Gon' Be Alright' | 35:13 | 58 | |
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| 2019-07-26 | J.B. Smoove on Curb Your Enthusiasm, Writing on Saturday Night Live and More | 34:21 | 414 | |
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| 2019-07-26 | The Craziest F-king Day Of My Entire Career: Chuck Klosterman | 14:25 | 1,025 | |
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| 2019-07-26 | Ben Linbergh and Travis Sawchik on Their Book 'The MVP Machine' | 31:49 | 568 | |
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| 2019-07-12 | Garcia on Their Breakout Role in 'Tales of the City' | 29:28 | 630 | |
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| 2019-07-05 | Washington Nationals' Relief Pitcher Sean Doolittle | 32:38 | 150 | |
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| 2019-07-02 | Edie Falco on 'Outside In' and Her Legacy in 'The Sopranos' | 27:27 | 516 | |
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| 2019-06-29 | Writer Linda Holmes on Her Debut Novel 'Evvie Drake Starts Over' | 40:07 | 579 | |
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| 2019-06-28 | Director Joe Talbot on His Film 'The Last Black Man in San Francisco' | 31:51 | 108 | |
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| 2019-06-28 | Director Sara Driver on Independent Filmmaking and Her Love for the "Old" New York | 25:44 | 65 | |
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| 2019-06-21 | Wallace Shawn on Acting and His Latest Book 'Night Thoughts' | 29:58 | 190 | |
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| 2019-06-21 | John Waters on His Legacy in Film, His Mustache, and His Book 'Mr. Know-It-All' | 28:38 | 644 | |
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| 2019-06-21 | Director Kulap Vilaysack on Her New Documentary 'Origin Story' | 36:56 | 108 | |
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| 2019-06-21 | Game of Thrones' John Bradley on What it Was Like Playing Samwell Tarly for Eight Seasons | 42:12 | 51 | Show |
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| 2019-06-21 | A Conversation with Founding Member Kathe Kollwitz of Feminist Art Collective The Guerrilla Girls | 39:24 | 98 | |
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| 2019-05-28 | Timothy Simons on Playing Veep's Jonah Ryan for 7 Seasons | 43:45 | 73 | |
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| 2019-05-24 | The Last Poets on Their Legacy and New Album "Transcending Toxic Times" | 39:21 | 389 | |
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| 2019-05-22 | 'The Tick' Creator Ben Edlund Reflects on His Relationship with the Character | 42:43 | 455 | | The Tick
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| 2019-05-22 | 'Tuca & Bertie' Creator Lisa Hanawalt on Grounding the Reality of the Show | 43:58 | 1,182 | Show |
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| 2019-05-15 | Paula Pell on 'Wine Country' and Working at 'SNL' for Almost Two Decades | 36:05 | 204 | |
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| 2019-05-11 | Wanda Sykes on Her Career in Comedy | 35:34 | 377 | |
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| 2019-05-03 | Cartoonist Mark Alan Stamaty on 'MacDoodle Street,' 'Who Needs Donuts?,' and More | 33:46 | 195 | |
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| 2019-05-01 | Mike O'Brien on the Latest Season of NBC's 'A.P. Bio' | 36:19 | 86 | |
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| 2019-04-22 | Brian Raftery on His New Book 'Best. Movie. Year. Ever: How 1999 Blew Up The Big Screen' | 51:23 | 333 | |
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| 2019-04-22 | New Zealand Rapper Tom Scott on His Latest Project: 'Avantdale Bowling Club' | 49:11 | 905 | |
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| 2019-04-10 | Director Mike Leigh on His Film 'Peterloo' | 1:02:44 | 126 | |
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| 2019-04-09 | Director Todd Douglas Miller on His New Film 'Apollo 11' | 28:24 | 343 | |
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| 2019-04-03 | Khalid on His Wild Ride to Fame and Making Intimate R&B Music | 38:05 | 111 | |
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| 2019-04-01 | Maya Erskine and Anna Konkle on Their Hulu Show 'Pen15' | 39:40 | 3,893 | Show |
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| 2019-04-01 | The Song That Changed my Life: Stephen Malkmus on 'Love Will Keep Us Together' by Captain & Tenille | 8:56 | 1,025 | |
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| 2019-03-25 | Netflix's 'Norsemen' Co-Creators Jon Iver Helgaker and Jonas Torgersen | 28:42 | 5,141 | Discussion |
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| 2019-03-21 | John Turturro on 'Do the Right Thing,' 'The Big Lebowski,' and His New Film 'Gloria Bell' | 35:54 | 253 | |
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| 2019-03-09 | Jena Friedman On Writing For The The Daily Show And Breaking Into The Stand-Up Comedy World | 30:50 | 1,637 | Show |
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| 2019-03-09 | Stephen Root on HBO's 'Barry,' 'King of the Hill,' 'Newsradio' and more | 32:15 | 2,157 | |
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| 2019-02-27 | Sleater Kinney's Corin Tucker & Filmmaker Lance Bangs On Mixing Up Marriage, Music, and Movies | 27:38 | 1,719 | |
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| 2019-02-15 | Barbara Kruger On Art School And The Rewards of Teaching | 30:32 | 1,015 | |
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| 2019-02-13 | Adam McKay On 'Vice' and The Joke That Inspired Him To Take Up A Career In Comedy | 34:01 | 123 | |
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| 2019-02-08 | Killer Mike on His New Netflix Show 'Trigger Warning' | 29:45 | 322 | Show |
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| 2019-02-06 | John David Washington on His Role in Spike Lee's 'BlacKkKlansman' | 33:04 | 375 | |
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| 2019-02-01 | Tituss Burgess on Being Titus Andromedon on 'Unbreakable Kimmy Schmidt' and Following Your Instincts | 24:24 | 1,063 | |
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| 2019-01-30 | Carol Kane on Her Childhood, Unbreakable Kimmy Schmidt, and Auditioning | 34:45 | 1,882 | Show |
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| 2019-01-23 | Tony Shalhoub on the Legacy of 'Monk' and The Latest Season of 'Mrs. Maisel' | 28:03 | 3,148 | |
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| 2019-01-11 | Karyn Kusama on Directing Genre Movies and Her New Film 'Destroyer' | 32:43 | 313 | |
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| 2019-01-10 | Chris and Bridey Elliott on 'Clara's Ghost' | 32:12 | 188 | |
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| 2018-12-31 | Prince Showed Everyone How To Love Defiantly | 2:43 | 107 | Show |
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| 2018-12-31 | 'Catastrophe's' Sharon Horgan on Creating Flawed Characters and Writing Your Own Sex Scenes | 26:09 | 335 | |
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| 2018-12-31 | Hasan Minhaj on Air Jordans and Doing Stand Up Comedy in Other Countries | 32:20 | 437 | |
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| 2018-12-17 | Micky Dolenz on The Monkees' new Christmas album | 28:25 | 904 | |
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| 2018-12-17 | The McElroy Brothers Share Christmas Advice | 15:23 | 2,429 | |
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| 2018-12-17 | Alonso Duralde on Hallmark Channel Christmas Movies | 16:04 | 232 | |
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| 2018-12-10 | Jason Mitchell On His Film 'Tyrel' and Portraying Eazy-E in 'Straight Outta Compton' | 25:06 | 72 | |
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| 2018-12-10 | Karina Longworth on Her Book 'Seduction: Sex, Lies, and Stardom in Howard Hughes's Hollywood' | 23:21 | 876 | |
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| 2018-12-10 | The Wonderful World of Katamari Damacy | 5:16 | 154 | | Katamari Damacy
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| 2018-12-04 | Remembering Ricky Jay | 1:00:32 | 1,491 | Show |
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| 2018-12-04 | The Bond of Show Business in Ricky Jay's 'Learned Pigs & Fireproof Women' | 5:15 | 101 | Show |
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| 2018-11-27 | Working By Subtraction: João Gilberto's Creation of Bossa Nova | 2:48 | 112 | |
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| 2018-11-27 | Billy Eichner and the Pop Culture Maniac That is 'Billy on the Street' | 22:39 | 233 | Show |
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| 2018-11-27 | Ali Wong talks Marriage, Money, and What It’s Like Performing Through Her Pregnancy | 31:32 | 17,589 | |
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| 2018-11-20 | Ralph Lauren Creative Director Mary Randolph Carter on The Virtues of Junk | 24:55 | 2,606 | Let's Play |
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| 2018-11-20 | 'Police Squad!' Was a Good, Stupid Show | 7:23 | 146 | Show |
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| 2018-11-20 | Tim Blake Nelson on Working with The Coen Brothers and the Jewish Enclave of His Youth in Tulsa | 24:26 | 714 | |
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| 2018-11-15 | Maura Tierney on 'ER', 'Newsradio', and Her Film 'Beautiful Boy' | 24:41 | 1,797 | |
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| 2018-11-15 | Cartoonist Michael Kupperman on His Graphic Memoir 'All The Answers' | 25:05 | 145 | |
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| 2018-11-15 | Sly and the Family Stone's Last Great Album - 'Fresh' | 10:32 | 1,316 | |
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| 2018-11-06 | 'New Client' From Simon Rich's Book 'Hits & Misses' | 9:12 | 1,045 | |
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| 2018-10-30 | Actor Steven Yeun on 'The Walking Dead' and His New Film 'Burning' | 26:19 | 1,381 | | The Walking Dead
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| 2018-10-30 | Jesse Thorn Remembers Play-by-Play Announcer Hank Greenwald | 4:50 | 331 | |
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| 2018-10-30 | Justin McElroy & Dr. Sydnee McElroy of the 'Sawbones' Podcast on Their Book of Misguided Medicine | 25:43 | 652 | Show |
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| 2018-10-23 | I Work Here: Inside the Work Space of 'Wondermark' Creator David Malki! | 4:01 | 289 | |
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| 2018-10-23 | Feeling at Home with Strangers in Janet Delaney's 'Public Matters' | 4:44 | 163 | |
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| 2018-10-23 | Blood Orange's Dev Hynes on Producing for Hit Makers and His Teenage Years as a Metal Head | 23:23 | 1,350 | |
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| 2018-10-23 | Eric Idle on His Memoir and Monty Python's 50th Anniversary | 24:12 | 1,114 | |
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