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Habits and Hustle

Episode 553: Ken Rideout: How The World's Fastest 50-Year-Old Marathoner Traded His Darkest Habits for Incredible Strength

Habits and Hustle

Jen Cohen

Entrepreneurship, Business, Self-improvement, Health & Fitness, Education

4.5818 Ratings

🗓️ 12 May 2026

⏱️ 107 minutes

🧾️ Download transcript

Summary

The same intensity that can destroy your life is the same intensity that can rebuild it. The difference isn't the person, it's the direction. Ken Rideout is the world's fastest marathoner over 50, a former prison guard, a former addict, and someone who has never once in his life waited to feel ready before making a move. He spent 10 years taking 50 Percocets a day while making millions on Wall Street and hiding it from everyone around him, including his wife.  Today he runs 10 miles every single day, has won age groups at every world marathon major, and won a 155-mile desert ultra he signed up for with four weeks' notice and zero experience. In this episode, Ken gets into the real story behind what it took to trade his darkest habits for the discipline that made him a world champion. He also shares the one race he quit that rewired how he approaches everything, what he tells his kids about fear, and why having no process is the reason he keeps winning. If you have ever felt like your past, your struggles, or your lack of a plan disqualifies you from doing something extraordinary, this conversation will change how you see yourself. What's Discussed: (00:00) Who Ken Rideout is and why his story doesn't make sense on paper. (04:37) Working as a prison guard at 18 while his brother was an inmate. (07:03) The slap that got him fired and the better job that followed two days later. (15:24) How a routine prescription started a decade-long secret. (19:40) The night his wife found him on the floor. (27:25) Moving his family to LA with no safety net and a newborn. (28:01) Why running became the replacement, not the cure. (33:44) What "delusionally optimistic" actually looks like in practice. (36:05) The most underrated skill in business nobody talks about. (40:30) What Ken told his scared son at the baseball game. (41:01) Signing up for a 155-mile desert race with zero experience. (54:18) The marathon times that made the Wall Street Journal and New York Times take notice. (1:05:35) The one coaching change that shaved five minutes off his marathon. (1:10:22) The line about walking on water that stopped me in my tracks. (1:22:10) The race he quitted that he still carries with him to this day. (1:31:06) His daily routine and the supplements he swears by. (1:44:52) The status symbol that's available to anyone and costs nothing. Thank You to Our Sponsors!AirDoctor: Head to AirDoctorPro.com and use promo code HUSTLE to get up to $300 OFF today! AirDoctor comes with a 30-day money back guarantee, plus a 3-year warranty (an $84 value) FREE! Kion: Visit getkion.com/habits or 20% OFF Momentous: Ready to try supplements that actually do what they claim? Head to livemomentous.com and use code JEN for 35% OFF your first subscription.  Therasage: Visit Therasage.com and use code JEN to get 15% OFF your order. Your skin deserves this level of care. Magic Mind: Head over to www.magicmind.com/jen and use code JEN at checkout. Prolon: Prolon is offering listeners 30% OFF sitewide plus a $40 bonus gift when you subscribe to their 5-Day Program! Just visit https://prolonlife.com/JENNIFERCOHEN and use the code JENNIFERCOHEN to claim your discount and your bonus gift. Rho Nutrition: Go to RhoNutrition.com and try Rho's Liposomal Glutathione. Use code JEN20 for 20% OFF sitewide. Manna Vitality: Try it now by using the code Jennifer20 at mannavitality.com.  Find more from Jen Cohen:  Website: www.jennifercohen.com Instagram: @therealjencohen Books: www.jennifercohen.com/books Speaking: www.jennifercohen.com/speaking-engagements Find more from Ken Rideout:  Website: https://www.thekenrideout.com/  Instagram: @ken_rideout YouTube: @ken_rideout Facebook: Ken Rideout TikTok: @Ken_Rideout X: @KenRideout_  Book: https://www.theothersideofhard.com/  Podcast: Rideout: The Other Side of Hard Find more from Ken Rideout’s Group: Website: https://www.rideout.group/  Instagram: @rideout.group

Transcript

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0:00.0

Hi guys, it's Tony Robbins. You're listening to Habits and Hustle. Crush it.

0:06.8

So on this podcast, Kim, what we do is we do a healthy performance shop before we start, and this is by Magic Mind. I'm scared. This one actually is like, I think it's like the Magic Mind Max, which is three times a caffeine. Can you handle that? Let's go. I don't know. I'm scared. I've taken like three of these already today. You're talking to like a professional former drug addict. That's the idea of some extra caffeine doesn't exactly like make me start to sweat. That's like that. That's true. You told me we're going to smoke DMT, I'd be like, oh, my God.

0:37.6

I'm so, I don't want to, I don't want to die again.

0:40.8

You're right. So a little extra caffeine and a little lion's mane and a little Ashwaganda is not going to really hurt anybody. Okay. Okay, here we go. Do it. Wait, aren't you going to cheers me? And then I can't do the whole thing because I'm going to, I have had like four, but you should do it.

0:54.6

We'll watch you do it.

0:57.9

Oh. to cheers me and then I can't do the whole thing because I'm going to I have had like four but you should do it. We'll watch you do it. It tastes pretty good. It's good. Yeah. It's not like those

1:00.9

other shots that you like to promote. Very different. Shots. Shot. Exactly. Ooh. Okay. You guys,

1:08.1

you are, you are in for a treat. Ken Wright out is someone who literally is the epitome.

1:14.4

Like, if you were to look up habits and hustle in like the, like on, you know, on chat GPT now or Google or Wikipedia, your face would be there because this guy is a crazy, like, he's a killer in all the good, the best ways.

1:29.5

And his story is extremely aspirational, inspirational, and all the things.

1:34.7

And I met him, well, actually, I saw him at one of these Jesse Itzler running events.

1:40.9

Hell on the Hill.

1:41.5

Is that what it's called?

1:42.1

And he was like really kind of like just like

1:45.9

kind of like in focus mode and he basically didn't even look my way. But I looked your way and four

1:53.5

years later you're on this podcast. So anyway, Ken has a new book. It's called Everything You Want is on

1:59.0

the other side of hard and I finally have you on this show. So thank you for being here. Thanks for having me. It's a pleasure. It's my pleasure. We actually even did a podcast before the podcast, which kind of happens when you, like, click with somebody. But can you kind of just give my audience a little bit of like a origin story, like who you are beyond what I just said, like what, like what you, kind of like who you are and where you started.

2:21.2

Because it's pretty spectacular where you started and where you are right now.

2:25.3

I'm going to give you the abbreviated version because there's a whole book of it right there.

2:29.3

That's true.

2:30.0

I'm originally from Boston.

2:31.3

I grew up in the inner city.

...

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