George Clooney & Patti LuPone

S01 E01 • Tuesday, Apr 22, 2025 • Apr 22 • 51m

George Clooney ('Good Night, and Good Luck') and Patti LuPone ('The Roommate') discuss LuPone working with Mia Farrow, the challenges of readapting 'Good Night, and Good Luck' for the stage, and Clooney's willingness to take the heat for criticizing President Donald Trump and Elon Musk.

Audra McDonald & Jake Gyllenhaal

S01 E02 • Wednesday, Apr 23, 2025 • Apr 23 • 42m

Jake Gyllenhaal ('Othello') seeks Audra McDonald's ('Gypsy') advice on vocal warm-ups as they express their mutual admiration for Stephen Sondheim and talk working with Denzel Washington.

Sarah Snook & Kieran Culkin

S01 E03 • Thursday, Apr 24, 2025 • Apr 24 • 37m

Reuniting after 'Succession's Finale, Kieran Culkin ('Glengarry Glen Ross') and Sarah Snook ('The Portrait of Dorian Gray') joke about Kieran never remembering his lines and what it's been like in their careers since the stories showrunner Jesse Armstrong wrote about Shiv and Roman Roy have come to a close.

Nicole Scherziger & Jonathan Groff

S01 E04 • Friday, Apr 25, 2025 • Apr 25

Cole Escola & Darren Criss

S01 E05 • Saturday, Apr 26, 2025 • Apr 26