
About this episode
"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
Follow Jesse:
Follow Ali:
- Instagram @aliontherun1
- Join the Facebook group
- Twitter @aliontherun1
- Support on Patreon
- Blog
- Strava
Listen & Subscribe:
SUPPORT the Ali on the Run Show! If you're enjoying the show, please subscribe and leave a rating and review on Apple Podcasts. Spread the run love. And if you liked this episode, share it with your friends!
Get every episode summarized
Each time Ali on the Run Show publishes, we email you a written briefing from the transcript — the topics, who appeared, and any specific claims, with the ad reads skipped.
Email me new episodesFree for 3 shows. No card needed.
Hosts & guests
No transcript yet
This episode has not been transcribed. Request it and it moves to the front of the queue.
More episodes
More from Ali on the Run Show

903. Caroline Moss Wants to Run a Marathon (?), Episode 4
Ali on the Run Show

902. Tara Rincón, News 12 Long Island Senior Content Producer
Ali on the Run Show

901. No Stupid Questions: The TMI Episode, with Ashley Desanno
Ali on the Run Show

900. My 2026 SeaWheeze Recap
Ali on the Run Show