Secret #75: Impossible Masculinity with Ruth Whippman

 

What does it actually mean to raise boys in a culture that both expects masculinity and criticizes it?

In this episode, journalist and author Ruth Whippman joins Chris McCurry and Emma Waddington to explore the pressures boys face in the age of “impossible masculinity.” Drawing from her book BoyMom, Ruth explains how cultural narratives about masculinity shape boys’ emotional lives, relationships, and sense of identity.

The conversation explores the surprising science of boys’ emotional development, the cultural contradictions boys must navigate today, and why many young men feel lost when it comes to friendship, vulnerability, and connection. Ruth also shares practical guidance for parents raising boys today and introduces her framework of curiosity, critical thinking, and connection.

Highlights:

  • Raising boys in the age of impossible masculinity

  • Why boys may be more emotionally vulnerable than we assume

  • How cultural stereotypes shape boys’ emotional lives

  • The importance of curiosity and connection when raising boys

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TIMESTAMPS:

00:00 Intro and setup

03:12 MeToo pregnancy panic and rethinking boys

11:13 What “impossible masculinity” means

24:00 Why boys feel they cannot cry

33:30 Understanding incel culture and male loneliness

40:14 The Three Cs framework for raising boys

48:30 Takeaways and closing


More about Ruth Whippman

Ruth Whippman is an author, essayist and cultural critic from London living in the United States.

Her writing appears in the New York Times, Time magazine and The Guardian, amongst other places. Her viral essays, including Enough Leaning In, Now it’s Time for Men to Lean OutCan we Really Love our Children UnconditionallyEverything is for Sale Now, Even Us, and What We are Not Teaching Boys about Being Human, have been shared hundreds of thousands of times on social media. She also writes the Substack, I Blame Society.

She is the author of the forthcoming Boymom, Reimagining Boyhood in the Age of Impossible Masculinity (June 4th 2024, Harmony, Penguin) and America the Anxious, How Our Pursuit of Happiness is Creating a Nation of Nervous Wrecks (St Martin’s/ Macmillan, 2016) UK title: The Pursuit of Happiness (Hutchinson, Penguin.) America the Anxious was a New York Post Best Book of 2016, A New York Times Editors’ Choice and Paperback Row pick, one of Newsweek’s Nine Books to Change the Way You Think in 2016, a Sunday Times top summer read and a Daily Mail Must Read.

Fortune Magazine described Ruth as one of the “sharpest minds” of the decade and selected her work as one of “25 ideas to shape the 2020s.”The Sunday Times described Ruth as a “whip-sharp British Bill Bryson.”

Ruth is a regular contributor to radio and podcasts. She is also a regular speaker and has given talks at Google (part of the Authors at Google series) TEDx, Somerset House in London and UC Berkeley as well as several other venues.

Before becoming a full time writer, Ruth was a producer and director at the BBC in London making documentaries and current affairs shows for BBC television. She lives in California with her husband and three young sons.If you would like to request Ruth to speak at your event, to your book group or anywhere else, or for interview requests, please fill out the contact form on the website.


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Secret #76: Ageism with Claudia Drossel

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Secret #74: ⁠The Cost of Pretending with Jonathan Kanter