421. A Pep Talk from Jesse Itzler

421. A Pep Talk from Jesse Itzler

"You hear the thing, 'Are you glass half full or glass half empty?' I'm so damn glad I have a glass!"

Jesse Itzler is all about "building your life resume." He's a wildly successful entrepreneur, rapper, owner of the Atlanta Hawks, 60-time marathoner, ultramarathoner, best-selling author, creator of events including the 29029 Everesting challenge and Hell on the Hill, dad of four, and husband to Spanx founder Sara Blakely (talk about a power couple). I've been a fan of Jesse's since I read his book Living with a SEAL (and, later, Living with the Monks), and was psyched when I met him at the finish line of this year's Clearwater Marathon — which he has since called his most memorable marathon. (Not because he met me at the finish, but because his four kids ran the last six miles with him, and they all crossed the finish line together.) In this rapid-fire conversation, Jesse and I cover a range of topics, including how he lives in constant pursuit of fun, and the importance of making time for ourselves. Plus, fruit, muffins, and so much more.

SPONSOR: Millennium Running's Clearwater Running Festival — Join us in Florida in January 2022, and use code ONTHERUN for 20% off your race registration.

Check it out:

Fit for Life by Harvey Diamond

Brent and Kyle Pease on Episode 389 of the Ali on the Run Show

Ashley Paulson on Episode 409 of the Ali on the Run Show

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864. Love on the Run with Deena & Andrew Kastor

864. Love on the Run with Deena & Andrew Kastor

"So we kissed, and then we spent every day after that together."  They're one of running's greatest power couples: Deena and Andrew Kastor are here for Love on the Run Week! In this conversation, the ...

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863. Love on the Run with Mica Rivera & Adam Wood

863. Love on the Run with Mica Rivera & Adam Wood

"Running can feel pretty isolating. It's a very individual sport. But she's in it with me every single day. It makes me feel very special. She really cares about what I'm trying to do." Welcome to Lov...

10 Helmi 1h 21min

862. Roisin Willis, Professional Runner & Stanford University Student

862. Roisin Willis, Professional Runner & Stanford University Student

"Sometimes you've just gotta be a little bit fearless." The last time Roisin Willis was on the Ali on the Run Show, the "fastest high schooler in American history" at the time was fresh off earning a ...

5 Helmi 1h 6min

861. The Support Squad Series: Round 9 with Seema Mack

861. The Support Squad Series: Round 9 with Seema Mack

"Your person doesn't need you to be perfect. They just need you to be there and show up, and bring as much positivity and lightheartedness as possible. There are going to be times when it gets really ...

29 Tammi 2h 23min

860. Sinclaire Johnson, HOKA Athlete

860. Sinclaire Johnson, HOKA Athlete

"This seems like a no-brainer. There's this company that really values what we're doing, and they don't really want to change that. All they want to do is find a way to support us." Professional middl...

22 Tammi 1h 4min

859. Hope Walz, Runner & Activist

859. Hope Walz, Runner & Activist

"I'm a firm believer that there are more good people than bad. No matter what, I believe that." Hope Walz is a runner who works the night shift at a homeless shelter in Bozeman, MT. She is also the da...

15 Tammi 1h 10min

858. The 2026 State of the Ali on the Run Show

858. The 2026 State of the Ali on the Run Show

"I needed you all to know that I was drowning, and I was scared." It's tradition: Happy New Year, and welcome to the annual State of the Ali on the Run Show episode! In this solo episode, I'm recappin...

8 Tammi 1h 56min

857. Jackson Olson, Savannah Bananas Infielder & Runner

857. Jackson Olson, Savannah Bananas Infielder & Runner

"I think there are a lot of athletes out there that are just so scared to show who they truly are and what they like because of their teammates and their coaches. And they're trying to get to the next...

31 Joulu 20251h 7min

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