Keep Acting or Run for Political Office? (with June Diane Raphael)

Listen Now: I Need To Ask You Something

Listen to Your Inner Voice or Suppress It? (with Raquel Willis)

Star on Broadway or Bail? (with Ellie Kemper)

Vote in the House of Representatives or Keep Talking to Sam? (with Rep. Ro Khanna)

To Post or Not To Post? (with Rachel Bloom)

Writing Books or Doing Standup? Or Podcasting? Or Producing? Or Acting? (with Phoebe Robinson)

Comedy at 10am or 10pm? (with Maria Bamford)

Family Secrets or Big Reveal? (with Kerry Washington)

Go Big or Stay Home? (with Senator Tina Smith)

Live in Fear or Love? (with Karamo)

Stay Silent or Sue the Cops? (with Eric André)

Live with Shame or Confront It? (with Ricki Lake)

Stay in the White House or Binge HGTV? (with Alyssa Mastromonaco)

Ruby Tuesday or Drag Brunch? (with Bob the Drag Queen)

Do It All or Delegate? (with Governor Gretchen Whitmer)

Listen Now: Hysteria

Express Your Grief or Keep It In? (with Rob Delaney)

Postal Uniform or Power Suit? (with Amber Ruffin)

Barnard or Big Screen? (with Greta Gerwig)