5 - 1Jim Gaffigan, Ann Curry Sep. 03, 2019- 5 - 2Vice President Joe Biden, Pixies Sep. 04, 2019
- 5 - 3Pete Buttigieg, Graham Norton Sep. 05, 2019
- 5 - 4Condoleezza Rice, Bill Skarsgård, Banks Sep. 09, 2019
- 5 - 5Ansel Elgort, Jodi Kantor, Megan Twohey Sep. 10, 2019
- 5 - 6James McAvoy; Stephen King; Vampire Weekend Sep. 11, 2019
- 5 - 7Jake Tapper, Jon Lovett Sep. 12, 2019
- 5 - 8Tom Hiddleston, Marie Osmond Sep. 16, 2019
- 5 - 9
- 5 - 10Billy Crystal, Thomas Rhett Sep. 18, 2019
- 5 - 11Taraji P. Henson, Aasif Mandvi, Kevin Camia Sep. 19, 2019
- 5 - 12The Best of Season 4: The Greatest Season 4 of All Time! Sep. 20, 2019
- 5 - 13Paul McCartney Sep. 23, 2019
- 5 - 14Whoopi Goldberg, Ta-Nehisi Coates Sep. 24, 2019
- 5 - 15Renée Zellweger, Walton Goggins Sep. 25, 2019
- 5 - 16Sen. Bernie Sanders, Brittany Howard Sep. 26, 2019
- 5 - 17Patricia Heaton, Tegan and Sara Sep. 27, 2019
- 5 - 18Hillary Rodham Clinton, Chelsea Clinton, Wilco Sep. 30, 2019
- 5 - 19Rachel Maddow, Thom Yorke Oct. 01, 2019
- 5 - 20Rami Malek, Jill Soloway, Leah Bonnema Oct. 02, 2019
- 5 - 21Carrie Underwood, Kevin Smith, Jason Mewes Oct. 03, 2019
- 5 - 22Jon Hamm, Pete Alonso Oct. 04, 2019
- 5 - 23Neil deGrasse Tyson, Susan Rice Oct. 07, 2019
- 5 - 24Will Smith, Andrew Scott Oct. 08, 2019
- 5 - 25
- 5 - 26John Oliver, Amy Sedaris, Paul McCartney, Big Thief Oct. 10, 2019
- 5 - 27Julie Andrews, Jonathan Groff, YUNGBLUD ft. Dan Reynolds Oct. 21, 2019
- 5 - 28John Lithgow, Camila Mendes, Julie Andrews Oct. 22, 2019
- 5 - 29Ronan Farrow, Andrea Savage Oct. 23, 2019
- 5 - 30Steve Carell, Toby Keith Oct. 24, 2019
- 5 - 31Eddie Murphy, Ree Drummond Oct. 25, 2019
- 5 - 32Queen Latifah, Radhika Jones Oct. 28, 2019
- 5 - 33Jennifer Aniston, Thomas Middleditch Oct. 29, 2019
- 5 - 34Norman Reedus, Cynthia Erivo, Miranda Lambert Oct. 30, 2019
- 5 - 35Nancy Pelosi Oct. 31, 2019
- 5 - 36Curtis “50 Cent” Jackson, Conan O'Brien, Rob Corddry Nov. 01, 2019
- 5 - 37Tim McGraw, Senator Sherrod Brown Nov. 04, 2019
- 5 - 38Elizabeth Banks, Amy Klobuchar Nov. 05, 2019
- 5 - 39
- 5 - 40John Dickerson, King Princess Nov. 07, 2019
- 5 - 41Liev Schreiber, Daniel Kaluuya, Cold War Kids Nov. 12, 2019
- 5 - 42Tim Robbins, Nicole Wallace Nov. 13, 2019
- 5 - 43Mark Ruffalo, Andy Cohen, Thom Yorke Nov. 14, 2019
- 5 - 44David Harbour, Karen Olivo, Aaron Tveit Nov. 15, 2019
- 5 - 45Adam Driver, The 1975, Jacinda Ardern Nov. 18, 2019
- 5 - 46Helena Bonham Carter, Lucy Lawless, Bret McKenzie Nov. 19, 2019
- 5 - 47John Heilemann, Alex Wagner Nov. 20, 2019
- 5 - 48Kamala Harris, Lady Antebellum Nov. 21, 2019
- 5 - 49Daniel Craig, Lena Waithe Nov. 22, 2019
- 5 - 50Robert De Niro, J.J. Abrams Nov. 25, 2019
- 5 - 51Paul Rudd, Adrienne Warren Nov. 26, 2019
- 5 - 52LL Cool J, José Andrés Nov. 27, 2019
- 5 - 53Eddie Redmayne, Joe Pera, Pharrell Williams Dec. 04, 2019
- 5 - 54Scarlett Johansson, The Weeknd Dec. 05, 2019
- 5 - 55Pharrell Williams, Chris Parnell, The Weeknd Dec. 06, 2019
- 5 - 56Saoirse Ronan, Tom Brokaw Dec. 09, 2019
- 5 - 57Ed Harris, Florence Pugh, Jon Batiste Dec. 10, 2019
- 5 - 58Clive Owen, Samantha Power, Thomas Rhett Dec. 11, 2019
- 5 - 59Rep. Adam Schiff Dec. 12, 2019
- 5 - 60Mark Harmon, Caitlin Weierhauser Dec. 13, 2019
- 5 - 61Aaron Paul, Idina Menzel Dec. 16, 2019
- 5 - 62Jamie Foxx Dec. 17, 2019
- 5 - 63Charlize Theron, Martha Stewart Dec. 18, 2019
- 5 - 64
- 5 - 65Jane Fonda, Tan France, Miranda Lambert Jan. 06, 2020
- 5 - 66Rose Byrne, Bobby Cannavale, Jamie Oliver, Kate Willett Jan. 07, 2020
- 5 - 67Larry David, Pedro Gonzalez Jan. 08, 2020
- 5 - 68Bernie Sanders, Penn Badgley Jan. 09, 2020
- 5 - 69Laura Dern, Kesha Jan. 10, 2020
- 5 - 70
- 5 - 71Michael Bloomberg Jan. 14, 2020
- 5 - 72Andrew Yang, Abby McEnany Jan. 15, 2020
- 5 - 73Josh Gad, Tamron Hall, Tiana Major9, Earthgang Jan. 16, 2020
- 5 - 74Jim Gaffigan, Tom Steyer Jan. 20, 2020
- 5 - 75Patrick Stewart, Dick Cavett Jan. 21, 2020
- 5 - 76John Mulaney Jan. 22, 2020
- 5 - 77Chris Cuomo, David Alan Grier, Jon Stewart Jan. 23, 2020
- 5 - 78Antonio Banderas, Jay Hernandez Jan. 28, 2020
- 5 - 79Steve Martin, Steep Canyon Rangers Jan. 29, 2020
- 5 - 80Samantha Bee, Michael Stipe, Dana Carvey Jan. 30, 2020
- 5 - 81
- 5 - 82
- 5 - 83John Leguizamo, Philip Rucker, Carol Leonnig Feb. 04, 2020
- 5 - 84Jim Carrey Feb. 05, 2020
- 5 - 85Mayor Pete Buttigieg, Patton Oswalt Feb. 06, 2020
- 5 - 86James Taylor, Joe Mantegna, Michael Kiwanuka Feb. 07, 2020
- 5 - 87John Oliver, Alex Ebert Feb. 10, 2020
- 5 - 88Julia Louis-Dreyfus, Moses Sumney Feb. 11, 2020
- 5 - 89Will Ferrell Feb. 12, 2020
- 5 - 90James Marsden, Sam Heughan, John Oliver Feb. 13, 2020
- 5 - 91Rahm Emanuel, Hailee Steinfeld Feb. 24, 2020
- 5 - 92Chris Christie, Nathaniel Rateliff Feb. 25, 2020
- 5 - 93Jason Segel, Charlotte Alter, Elizabeth Warren Feb. 26, 2020
- 5 - 94John Turturro, Charlamagne Tha God, KALEO Feb. 27, 2020
- 5 - 95Tyra Banks, Coyote Peterson Feb. 28, 2020
- 5 - 96Ty Burrell, John Heilemann, James Taylor Mar. 02, 2020
- 5 - 97Anthony Mackie, Susan Glasser, David Alan Grier Mar. 03, 2020
- 5 - 98Chris Hayes, David Chang Mar. 04, 2020
- 5 - 99Keith Urban, Casey Wilson Mar. 05, 2020
- 5 - 100Neil deGrasse Tyson, Hannah Einbinder, Ty Burrell Mar. 06, 2020
- 5 - 101John Krasinski, Rachael & Vilray Mar. 09, 2020
- 5 - 102Charles Barkley, Peter Sarsgaard Mar. 10, 2020
- 5 - 103Hank Azaria, Suzy Nakamura Mar. 11, 2020
- 5 - 104Dr. Sanjay Gupta Mar. 12, 2020
- 5 - 105John Oliver Mar. 30, 2020
- 5 - 106Daniel Radcliffe, Jonathan Karl, John Prine Mar. 31, 2020
- 5 - 107Ryan Reynolds, Keith Urban Apr. 01, 2020
- 5 - 108Nancy Pelosi, Alicia Keys Apr. 02, 2020
- 5 - 109Lady Gaga, Chance The Rapper, Jim James Apr. 06, 2020
- 5 - 110Conan O'Brien, Michael Stipe Apr. 07, 2020
- 5 - 111Senator Bernie Sanders, Brandi Carlile Apr. 08, 2020
- 5 - 112
- 5 - 113Matthew McConaughey, Sam Hunt Apr. 13, 2020
- 5 - 114Dr. Jonathan LaPook, Cate Blanchett Apr. 14, 2020
- 5 - 115Shaquille O'Neal, Jessica Meir, Matt Berninger Apr. 15, 2020
- 5 - 116Phoebe Waller-Bridge, Steve Martin Apr. 16, 2020
- 5 - 117Trevor Noah, Willie, Lukas & Micah Nelson Apr. 20, 2020
