The Confidence Conversation We Need to Have with Scott Galloway
A Bit of Optimism
The Optimism Company from Simon Sinek
4.8 • 2.3K Ratings
🗓️ 24 February 2026
⏱️ 55 minutes
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| 0:00.0 | I had some fucked up sense of masculinity when I was younger. I never showed my emotions. Didn't cry |
| 0:03.2 | between the ages of 29 and 44. Didn't laugh out loud. Now I purposely try to train myself |
| 0:08.0 | into laughing out loud because 50% of having a good sense of humor is appreciating other people's |
| 0:14.1 | cleverness. I think learning to laugh, that's an expression of something you're feeling on the inside, |
| 0:19.1 | I would argue, is vulnerability. |
| 0:21.8 | I think when you're a younger man, sometimes you have this belief that recognizing someone else |
| 0:29.3 | is funny, acknowledging someone else's success, somehow takes away from your success. |
| 0:34.8 | Yeah, yeah, yeah. |
| 0:35.8 | That it's a zero-sum game. |
| 0:37.3 | And what you realize is you get older is the guy who says to another guy, wow, you're so impressive or laughs at his joke and says, wow, that was really funny. That's confidence. Yes, you're describing confidence. It's 100%. That's all it is. Most of us have at least one friend who's got a total opposite personality to us. |
| 0:56.0 | On paper, it shouldn't work. |
| 0:58.6 | But for some reason, it just does. |
| 1:01.9 | That's me and Scott Galloway. |
| 1:03.8 | Let's cause some trouble. |
| 1:05.4 | If you don't know, Scott, he's a force of nature. |
| 1:08.2 | A professor, entrepreneur, podcaster, best-selling author, |
| 1:11.3 | who's built a reputation as a provocative social commentator, unafraid of triggering his audience, |
| 1:16.8 | or me, or anyone listening to this podcast. |
| 1:20.9 | And I'll get shit for this. |
| 1:22.4 | Recently, the masculinity crisis has been one of Scott's main focuses, which inspired his new book Notes on Being a Man. |
| 1:30.0 | This also served as the starting point for our debate. I mean conversation. |
| 1:35.1 | Yes, we have very different ideas about healthy masculinity, but we agree on one thing. |
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