Ken Rideout On Why Everything You Want Is On The Other Side Of Hard
The Rich Roll Podcast
Rich Roll
4.7 • 13.3K Ratings
🗓️ 9 March 2026
⏱️ 114 minutes
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| 0:00.0 | Extreme discipline has given me the life I wanted, but my kids are like my dad is crazy because I'm |
| 0:06.6 | constantly on them. Can't be easy to be your kid. No, it's not. And what they see is intensity and |
| 0:13.0 | aggressiveness. And I don't want to put this burden on them. We have Ken Rideout, one of the world's |
| 0:19.4 | preeminent Masters athletes. |
| 0:21.4 | A former prison guard Wall Street trader. |
| 0:23.6 | He has overcome addiction. |
| 0:25.6 | He's been put in that fight or flight situation, and he's always picked fight. |
| 0:30.5 | There's an element of me that's tortured, and my protective mechanism is to have a hard exterior. |
| 0:37.9 | All of the hard charging, driving, and trying to win and be the best is just an extension |
| 0:42.9 | of wanting validation. |
| 0:45.1 | There's something missing in my life that I have to do, which is... |
| 0:49.9 | Ken, right out, you made it here. |
| 0:51.4 | You're back in the studio. |
| 0:52.8 | Round three. |
| 0:56.6 | This is going to be a targeted conversation. |
| 1:02.6 | We're here to celebrate Ken's brand new book called The Other Side of Hard. |
| 1:05.4 | You did an incredible job on this book. |
| 1:30.3 | It's memoir, essentially, but it's also interlaced with all of these kind of, you know, like life learnings and wisdom about like how to approach obstacles and how to get unstuck and we're going to parse all of that. But before we even go into it, I want to kind of land on the obsession piece right now. Because so much of the book is about your obsession, your obsession with becoming someone in the world, |
| 1:34.6 | becoming this master's world champion, winning races. |
| 1:38.3 | Initially it was finance, you know, and this is a moving target for you, |
| 1:43.8 | but underneath it all, |
| 1:46.1 | there's always this, like, layer of obsession that's driving everything. So talk a little bit about, |
... |
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