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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868. Emma Grace Hurley's 2026 USATF Half Marathon Championships Recap

868. Emma Grace Hurley's 2026 USATF Half Marathon Championships Recap

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867. No Stupid Questions: Professional Running Edition, with Aisha Praught Leer & Eric Jenkins

867. No Stupid Questions: Professional Running Edition, with Aisha Praught Leer & Eric Jenkins

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866. Molly Seidel, Ultramarathoner

866. Molly Seidel, Ultramarathoner

"The last couple years have been so hard. I've been through so many ups and downs that I'm like, 'There is nothing in a race that I can experience that is worse than what I've just gone through.'" Wa...

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865. Paul Swangard, Track & Field Analyst & The Voice of Hayward Field

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"I want to be part of making people care. My hope is that my enthusiasm for the sport as a fan of the sport comes through in my calls." Even if you don't know his face, you definitely know his voice: ...

19 Helmi 1h 14min

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...

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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 ...

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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 ...

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