
The Confidence Conversation We Need to Have with Scott Galloway
From A Bit of Optimism by Simon Sinek
February 24, 2026 · 55 min · Episode 213
About this episode
Scott Galloway and Simon Sinek discuss the importance of real confidence and the challenges facing men today.
Scott Galloway and I don’t always see the world the same way, but our friendly debates almost always lead us back to common ground. It’s probably why we enjoy talking to each other as much as we do. If you haven’t heard my friend Scott’s name before, he’s known for being brilliant, provocative, and unapologetically himself. He’s a professor at NYU Stern School of Business, entrepreneur, bestselling author, and larger-than-life social commentator. In recent years, his work, which includes his new book Notes on Being a Man, has explored the challenges facing men today, from loneliness and dating to purpose and identity. Scott and I have different views on what “healthy masculinity” looks like. He’s not afraid to say things during this podcast that might ruffle some feathers. But inevitably, the conclusions we get to are introspective, vulnerable, and often universal. That’s certainly true for one revelation we share: confidence matters. Not the loud, performative kind. The real kind. The kind that helps people risk rejection, build meaningful relationships, and show up more generously in the world. In this episode, Scott and I talk about the “masculinity crisis,” why young people…
People in this episode
Host: Simon Sinek
Guest: Scott Galloway
Topics covered
- confidence
- masculinity crisis
- relationships
- purpose
- identity
- social risks
Keywords
- confidence
- masculinity
- loneliness
- dating
- purpose
- identity
- social risks
Mentioned in this episode
Organizations: NYU Stern School of Business
Books & works: Notes on Being a Man
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