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- TV host Ice Cube; authors Jennifer Nadal Montero and Gillian Anderson (book, "We: A Manifesto for Women Everywhere").
- Anderson Cooper and Gloria Vanderbilt ("Nothing Left Unsaid: Gloria Vanderbilt and Anderson Cooper" (2016)). Also: a preview of the Masters with Jim Nantz.
- Tony Fadell, CEO of Nest Labs; author Carey Lohrenz ("Fearless Leadership: High-Performance Lessons From the Flight Deck").
- Enrique Acevedo guest co-hosts the first hour; Jon Batiste guest co-hosts the second hour; Caitlyn Jenner, California governor recall candidate; musician Thomas Rhett; actress Millicent Simmonds ("A Quiet Place Part II");
- Former U.S. Attorney/author Preet Bharara (book, "Doing Justice");
- Author Harlan Coben; author Evan Thomas;
- Alexis Ohanian, co-founder of Reddit; EPA administrator Andrew Wheeler;
- Actor Damian Lewis (Billions (2016) and "Once Upon a Time in Hollywood");
- Democratic presidential candidate Gov. John Hickenlooper (D-Col);
- Author Oprah Winfrey; actresses Sandra Oh and Jodie Comer (Killing Eve (2018));
- Actor Dominic West (Les Misérables (2018) and The Affair (2014)); Gov. Jay Inslee (D-Wash);
- Author Susan Page;
- Author Douglas Brinkley; actress Issa Rae ("Little"); author Ruth Reichl;
- Author Michael Lewis;
- Tristan Harris, the Center for Humane Technology co-founder; photographer Alexi Lubomirski;
- TV personalities Jonathan Scott and Drew Scott ("A Very Brady Renovation");
- National security advisor John Bolton; Dr. Jill Biden; author Bee Wilson; Miss America Nia Franklin; Miss USA Cheslie Kryst; Miss Teen USA Kaleigh Garris;
- Author David Brooks;
- Nick Thompson, editor-in-chief of Wired; Jamie Yuccas interviews musician Mike Posner;
- Edward Felsenthal, editor-in-chief/CEO of Time;
- Author James Comey (book, "A Higher Loyalty"); TV host RuPaul ("RuPaul's Drag Race");
- Journalist Katie Couric, advocate for a new unbranded cancer patient support program, "With Love, Me"; film director David Gelb ("Chef's Table" and "Street Food");
- Earth Day coverage;
- Sen. Mike Lee (R-Utah) (book, "Our Lost Declaration: America's Fight Against Tyranny, From King George to the Deep State"); author Brene Brown; TV hostess Samantha Bee (Full Frontal with Samantha Bee (2016));
- The 2019 national teacher of the year;
- TV personality Dr. Phil McGraw ("Dr. Phil"); actor Ralph Fiennes ("The White Crow" and "Bond 25");
- Psychology professor Elizabeth Dunn; Kimberly Endicott, the American woman recently kidnapped in Uganda;
- Bumble CEO Whitney Wolfe Herd;
- Author Elin Hilderbrand (book, "Summer of '69"); actress/singer Rita Wilson;
- Author Newt Gingrich (book, "Collusion"); actress Glenda Jackson (Broadway's "King Lear");
- Life coach Barbara Waxman; Gayle King, Bebe Neuwirth, and Brandon Victor Dixon announce Tony nominations;
- Author Ta-Nehisi Coates; a look at millennial debt;
- Actress Ali Stroker (Broadway's "Oklahoma");
- Actor Kevin Costner (Yellowstone (2018));
- Author Neil Irwin (book, "How to Win in a Winner-Take-All World");
- Actor Jeff Daniels; Sen. Tom Cotton (R-Ariz) (book, "Sacred Duty");
- Author Jim Scuitto (book, "The Shadow War: Inside Russia's and China's Secret Operations to Defeat America");
- Actors Kaley Cuoco and Johnny Galecki ("The Big Bang Theory"); Norah O'Donnell's last day as co-hostess;
- Author Scott Pelley (book, "Truth Worth Telling: A Reporter's Search for Meaning in the Stories of Our Times"); Facebook COO Sheryl Sandberg; John Dickerson's last day as co-host;
- Adm. William McRaven (USN-Ret) (book, "Sea Stories: My Life in Special Operations"); director Ava DuVernay ("When They See Us");
- Record producer DJ Khaled;
- Author Belinda Luscombe (book, "Marriageology: The Art and Science of Staying Together"); Lori Lightfoot, mayor of Chicago, Illinois;
- Women chefs in the U.S.
- Sen. John Thune (R-S.D.); Sen. Mark Warner (D-Va); actor Bryan Cranston (Broadway's "Network");
- Memorial Day; author David Epstein (book, "Range");
- Authors Karen Kilgariff and Georgia Hardstark (book, "Stay Sexy and Don't Get Murdered: The Definitive How-to Guide"); filmmaker Ron Howard (Pavarotti (2019));
- Professional polo player Nacho Figueras;
- Author Elizabeth Gilbert ("City of Girls"); actor Jeremy Pope ("Choir Boys");
- Author Jim DeRogatis (book, "Soulless: The Case Against R. Kelly");
- Coverage of the 75th anniversary of D-Day from Normandy, France; writer Wajahat Ali;
- TV host James Corden (The 73rd Annual Tony Awards (2019) and The Late Late Show with James Corden (2015)); coverage of the 75th anniversary of D-Day from Normandy, France;
- Actors Danny Glover and Jimmie Fails (The Last Black Man in San Francisco (2019));
- Author Ash Carter (book, "Five-Sided Box"); actress Elisabeth Moss ("The Handsmaid Tale");
- Author Louise Aronson (book, "Elderhood: Redefining Aging, Transforming Medicine, Reimagining Life"); TV personality Tan France ("Queer Eye");
- Actor Ramy Youssef (Ramy (2019));
- Rep. Steve Scalise (R-La), House Minority Whip;
- Bryan Stevenson, founder and executive director of the Equal Justice Initiative;
- Director Danny Boyle and actor Himesh Patel ("Yesterday"); author Kim Wehle (book, "How to Read the Constitution and Why");
- Rock band The Black Keys;
- Actor Alan Cumming; rock band The Black Keys;
- Author Colton Whitehead (book, "The Nickel Boys");
- Astronaut Peggy Whitson; rapper Meek Mill; astronauts Christina Koch and Nick Hague;
- Rep. Alexandria Ocasio-Cortez (D-N.Y.), Rep. Ilhan Omar (D-Minn.), Rep. Ayanna Pressley (D-Mass.) and Rep. Rashida Tlaib (D-Mich.).
- Andrew McCabe, former FBI deputy director;
- Darrell Johnson, R. Kelly's crisis manage; former Sen. Jeff Flake; Democratic presidential candidate Cory Booker; Sen. Mike Lee (R-Utah);
- Author Jill Schlesinger;
- Elizabeth Rosenthal, Kaiser Health News editor-in-chief;
- Rappers Meek Mill and Jay Z;
- Producer Adam Yamaguchi (The Henry Ford Innovation Nation with Mo Rocca (2014));
- The Points Guy founder Brian Kelly;
- Dr. Helen Fisher, scientific advisor to Match's Singles in America; author Jill Schlesinger;
- Radhika Jones, editor-in-chief of Vanity Fair magazine; "American Wonders";
- Director LuLu Wang (The Farewell (2019));
- Social activist Danielle Moss;
- Actress Michelle Williams (After the Wedding (2019));
- Actor Greg Kinnear (Brian Banks (2018));
- Author Ibram X. Kendi; actress Jillian Bell (Brittany Runs a Marathon (2019));
- Actor Wyatt Russell (Lodge 49 (2018));
- Actress Jada Pinkett Smith (Angel Has Fallen (2019));
- Guitarist Carlos Santana;
- Politician Stacey Abrams; author James Clear;
- Julie Alvin, senior vice-president of Refinery29; chef Michael Solomonov;
- Comic Sebastian Maniscalco (The Irishman (2019) and Tag (2018));
- Tennis player Naomi Osaka;
- Labor Day; former U.S. Defense Secretary James Mattis (book, "Call Sign Chaos: Learning to Lead"); Hurricane Dorian update;
- Hurricane Dorian update; country musician Vince Gill;
- Hurricane Dorian update; author Pamela Paul;
- Hurricane Dorian update; 2020 Democratic presidential candidate Andrew Yang; actor Orlando Bloom (Carnival Row (2019));
- Hurricane Dorian update; author Samantha Power (book, "The Education of An Idealist"); authors Antoinette Clarke and Tricia Clarke-Stone (book, "Double Down: Bet on Yourself and Succeed on Your Own Terms");
- Author Malcolm Gladwell (book, "Talking to Strangers: What We Should Know About the People We Don't Know"); journalist Jodi Kantor ("She Said: Breaking the Sexual Harassment Story That Helped Ignite a Movement");
- TV personality Billy Bush (Extra (1994)); author Condoleezza Rice (book, "To Build a Better World: Choices to End the Cold War and Create a Global Commonwealth"); climate change advocate Greta Thunberg;
- The 18th anniversary of the 9/11 terrorist attacks; author Rachael Denhollander;
- Podcast host Prof. Laurie Santos on the pursuit of happiness; an investigation uncovers Medicare fraud;
- Edward Snowden (book, "Permament Record"), former National Security Agency contractor; author Brian Grazer (book, "Face to Face: The Art of Human Connection"); TV hostess Marie Osmond (The Talk (2010));
- Author Jacqueline Woodson (book, "Red at the Bone"); Adam Rapoport and Julia Kramer, editor-in-chief and deputy editor of Bon Appetit;
- Author Josh Campbell (book, "Crossfire Hurricane: Inside Donald Trump's War on the FBI"); actress Elizabeth McGovern ("Downton Abbey");
- Actor Cedric the Entertainer (The Neighborhood (2018));
- TV personality Oprah Winfrey discusses Oprah Book Club; TV host Kevin Frazier (Entertainment Tonight (1981));
- Bob Iger, Disney CEO (book, "The Ride of a Lifetime: Lessons Learned from 15 Years as CEO of The Walt Disney Company"); author Chanel Miller, Brock Turner sexual assault victim, (book, "Know My Name"); actor Mike Colter (Black and Blue (2019));
- Jacinda Ardern, New Zealand prime minister; actor Walton Goggins (The Unicorn (2019));
- Professional tennis player Serena Williams; actress Patricia Heaton (Carol's Second Act (2019));
- Author Lonnie Bunch, founding director of the Smithsonian's National Museum of African-American History and Culture, (book, "A Fool's Errand"); podcast hostess Gretchen Rubin (podcast "Happier Podcast");
- Author Deborah Norville (book, "Chicken Soup for the Soul: Think Positive, Live Happy"); rapper Lil Nas X;
- Rock band Keane;
- Susan Rice, former U.S. ambassador to the United Nations;
- Country group Zac Brown Band;
- Astrophysicist Neil deGrasse Tyson; filmmaker Tyler Perry;
- Track and field athlete Allyson Felix;
- Sen. Rand Paul (R-Ky.);
- Author Ronan Farrow (book, "Catch and Kill"); TV personality Rachael Ray (book, "50");
- Author John Grisham;
- Author Marc Benioff; actor Paul Rudd (Living with Yourself (2019));
- Author Ben Crump (book, "Woman in Motion");
- Veteran Scott Mann uses play to cope with trauma of war (play, Last Out: Elegy of a Green Beret); Author Simon Sinek (book, "The Infinite Game");
- Author Newt Gingrich (book, "Trump vs. China"); "Happier" podcast host Gretchen Rubin; 2020 Democratic presidential candidate Sen. Bernie Sanders (I-Vt) and Rep. Alexandria Ocasio-Cortez (D-NY);
- Author Bret Baier (book, "Three Days at the Brink"); singer/songwriter Alanis Morrisette; Uttam Dhillon, acting Drug Enforcement Administration administrator;
- Mental health awareness; culture expert Karamo Brown ("Queer Eye"); Cynthia Germanotta, co-founder of the Born This Way Foundation; Miana Bryant, founder of the Mental Elephant; journalist Jane Pauley ("CBS News Sunday Morning"); Dr. Ken Duckworth; Dr. Sue Varma;
- Singer/songwriter Bruce Springsteen;
- Singer/songwriter Bruce Springsteen; actors Aaron Paul and Jesse Plemons ("El Camino: A Breaking Bad Movie");
- Author Ben Horowitz (book, "What You Do Is Who You Are"); author Cyntoia Brown-Long; journalist Ed O'Keefe;
- Cardinal Timothy Dolan, Archbishop of New York; singer/songwriter Allison Moorer (memoir ("Blood"); chef David Chang;
- Actresses Jennifer Aniston and Reese Witherspoon ("The Morning Show"); Mitch Landrieu, former mayor of New Orleans;
- Actresses Jennifer Aniston and Reese Witherspoon ("The Morning Show"); journalist Jamie Yuccas; how a Utah children's hospital celebrates Halloween;
- Actress Cynthia Orivo and actor Leslie Odom Jr. ("Harriet");
- Oprah Winfrey;
- Veterans Day;
- Gov. Deval Patrick (D-Mass), 2020 Democratic presidential candidate; singer Celine Dion;
- Actor Tobias Menzies ("The Crown");
- Screenwriter Lena Waithe ("Queen and Slim"); foreign service jobs pay for play investigation;
- The 2020 Grammy Awards nominations are announced by Alicia Keys and Bebe Rexha;
- Actor Tom Hanks (A Beautiful Day in the Neighborhood (2019)); Ed Bastian, CEO of Delta Air Lines;
- Doris Kearns Goodwin, presidential historian; game show host Drew Carey ("The Price Is Right"); author Gretchen Rubin;
- Composer Lin-Manuel Miranda; actor Jeff Goldblum; musician Jon Batiste; poet Amanda Gorman; the history of one of New York City's most iconic landmarks, the Empire State building;
- Journalist Susan Page (USA Today); columnist Kyle Buchanan;
- Nicholas Thompson, Wired editor-in-chief;
- Mark Zuckerberg and Priscilla Chan; author Michael Lewis (book, "The Fifth Risk");
- Chef Sean Brock;
- Former NYC Mayor Michael Bloomberg, 2020 Democratic presidential candidate;
- Band Earth, Wind and Fire; author Peter Bergen;
- Actress Sally Field; Ed Smart, father of kidnapping survivor Elizabeth Smart;
- "Sesame Street" characters;
- South Bend, Indiana Mayor Pete Buttigieg, 2020 Democratic presidential candidate; singer Lizzo;
- Conductor Michael Tilson Thomas, Kennedy Center honoree;
- Actress Sally Field, Kennedy Center honoree; film director Sam Mendes and actor George MacKay ("1917"); podcast hostess Gretchen Rubin;
- Nick Thompson, Wired editor-in-chief;
- New Year's Eve;
- Happy New Year;
- TV host Kevin Frazier ("Entertainment Tonight"); Ian Bremmer, president of Eurasia Group; TV personality Oprah Winfrey; actor RuPaul;
- Country band Rascal Flatts; author Daniel Levitin (book, "Successful Aging");
- Author Kelly McGonigal;
- Author Christy Harrison (book, "Anti-Diet: Reclaim Your Time, Money, Well-Being, and Happiness Through Intuitive Eating");
- Dr. Carla Hayden announces the appointment of a new National Ambassador for Young People's Literature;
- Rising alcohol prices; former Hillary Clinton campaign manager Robby Mook; former Marco Rubio campaign manager Terry Sullivan;
- Sen. Amy Klobuchar (D-Minn), 2020 Democratic presidential candidate; chef Marcus Samuelsson;
- A preview of Lizzo on "The Gayle King Grammy Special"; Martin Luther King Jr's family members read one of his iconic speeches; singer Michael McDonald;
- A preview of the Jonas Brothers on "The Gayle King Grammy Special"; TV personality Oprah Winfrey announces a new book club selection;
- A preview of Blake Shelton and Gwen Stefani on "The Gayle King Grammy Special"; political consultant Brad Parscale; actor Patrick Stewart (Star Trek: Picard (2020));
- A preview of Billie Eilish on "The Gayle King Grammy Special";