Wednesday Mar 13, 2024

Rosie Wilby (Using humour to unpack challenging questions)

Danielle Krage interviews Rosie Wilby. Rosie is an award-winning comedian and creator of the global hit podcast and book The Breakup Monologues. She is also the author of ‘Is Monogamy Dead?’ and toured a trilogy of solo shows investigating the psychology of love. In this interview, Rosie shares insights for how we can use humour to unpack challenging questions.



00:00 Introduction and Background

01:04 Using Humour to Explore Love and Relationships

04:08 The Structure and Themes of the Book

05:20 Writing Non-Fiction vs Fiction

06:17 The Ethics of Comedy and Vulnerability

07:42 Navigating Comedy Clubs and Diverse Voices

09:15 Balancing Personal Stories and Boundaries

09:50 Writing During the Pandemic and Self-Care

11:20 Exploring Breakups and Identity

12:17 The Challenges of Diverse Voices in Comedy

13:33 Finding Voice on the Page

14:25 Translating Humour to the Page

15:58 Seeking Out Unusual Experiences for Writing

19:27 Crafting Engaging Scenes and Details

20:40 Listening and Observing

21:27 Structural Formats in Writing

22:24 Writing Dialogue

23:14 Writing Non-Fiction vs Fiction

24:06 Writing Challenges

25:12 Exploring Identity and Relationships

26:11 The Discomfort of Comedy

27:09 Writing Endings

28:17 Using Science in Comedy

29:43 Testing and Organizing Work

31:35 Comedy Recommendations

34:47 Where to find Rosie Wilby’s work


You can find Rosie Wilby here:


You can find the transcript at:


And Danielle’s socials here:

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