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

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? (00:09:23) The road to Wall Street (00:14:47) Money, watches, and insecurity (00:16:10) How addiction took hold (00:17:24) The constant struggle to stay sober (00:19:37) Why high achievers are wired differently (00:22:03) Finding endurance sports (00:24:24) Quitting the Ironman World Championships (00:32:10) The race across the Gobi Desert (00:39:15) How he defines success now (00:47:33) What it means to be a game changer ---- Links & Resources: Ken Rideout Everything You Want Is on the Other Side of Hard by Ken Rideout David Goggins Mitchell Hooper Darren Waller Mat Fraser Into Thin Air by Jon Krakauer Elon Musk Jeff Bezos Mark Zuckerberg ---- Learn what sustainable growth can look like for your firm at crispcoach.com. ---- Do you love this podcast and want to see more game changing content? Subscribe to our YouTube channel. ---- Past guests on The Game Changing Attorney Podcast include David Goggins, John Morgan, Alex Hormozi, Randi McGinn, Kim Scott, Chris Voss, Kevin O’Leary, Laura Wasser, John Maxwell, Mark Lanier, Robert Greene, and many more. ---- If you enjoyed this episode, you may also like: 412. Why Doing Hard Things Is the Ultimate Advantage with Joe De Sena 170. Mat Fraser - The Fittest Man on Earth 141. David Goggins - Never Finished: Unshackle Your Mind and Win the War Within