Other guests during the season included cast members Janel Moloney, Richard Schiff, Melissa Fitzgerald, William Duffy, Peter James Smith, Liza Weil, Kathleen York, Bill O'Brien, and Tim Matheson, series writer-producer Eli Attie, series costumer Lyn Paolo, and other guests such as Ronald Klain, Senator Bob Casey Jr., former White House spokesperson Jay Carney, Patrick Murphy, and Mayor Karen Freeman-Wilson.

[9][10] The second season included Tommy Schlamme,[11] set decorator Ellen Totleben, cast members Bradley Whitford, Emily Procter, Michael O'Neill, Dave Chameides, Kim Webster, Nina Siemaszko, Rob Lowe, Marlee Matlin, Oliver Platt as well as other guests including Eric Fanning, Congressman Brendan Boyle, Congressman Steve Gunderson, former White House Communications Director, Donald A.

The third season began on April 5, 2017 with the discussion of 9/11 special episode Isaac and Ishmael, with Ajay Naidu and former White House Press Secretary, Mike McCurry.

[26] It included interviews with writers Lauren Schmidt Hissrich and Alexa Junge,[27] Lawrence O'Donnell,[28] Debora Cahn,[29] and Josh Singer;[30] guest stars Bellamy Young,[31] Wilson Cruz[32] and Jason Isaacs;[33] and real life political staffer Jennifer Palmieri,[34] and former politicians John Tierney[35] and Tom Daschle.

Regular episodes featured interviews with cast members Allison Janney,[36] Mary McCormack,[37] Bradley Whitford,[38] Richard Schiff[39] and Alan Alda;[40] guest stars Penn & Teller,[41] Evan Arnold and Karis Campbell;[42] politicians Jacob Walles,[43] Pete Buttigieg[44] and Tony Blinken;[45] and Professor Lawrence Lessig, who was portrayed by Christopher Lloyd on an episode of the TV series.