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The Game Changing Attorney Podcast with Michael Mogill

469. How to Turn Your Darkest Failures into Unstoppable Drive with Ken Rideout

The Game Changing Attorney Podcast with Michael Mogill · 2026-06-09 · 51 min

Episode notes

What if the same thing that nearly destroyed you is the reason you become unstoppable? In this episode of The Game Changing Attorney Podcast , Michael Mogill sits down with Ken Rideout , world champion marathoner, former Wall Street trader, and recovering addict whose life reads like a story most people wouldn't believe. From a rough, blue-collar upbringing in Massachusetts to winning an ultramarathon across the Gobi Desert, Ken's path has been anything but linear. This conversation digs into how grit actually gets built, why money never filled the void he expected it to, and what it takes to bet on yourself when everyone around you says you can't. Here's what you'll learn: Why toughness isn't something you're born with, and how you can teach it to yourself Why money won't make you happier, even after going from broke to wealthy What it takes to turn a failure into the fire that drives everything after Ken built his comeback one decision at a time, and this episode shows you how to do the same. (00:00:00) Introduction (00:02:19) Why Ken wrote the memoir (00:04:33) A rough upbringing (00:07:49) Is hustle born or built?

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