161. Lauren Fleshman & Jesse Thomas

161. Lauren Fleshman & Jesse Thomas

"As an entrepreneur, just like an athlete, you have to be almost psychotically optimistic. You have to believe, 'We can do this, we can make it back.' You have to have that belief because there's so much headwind."

Husband-and-wife team Lauren Fleshman and Jesse Thomas are the co-founders of Picky Bars and hosts of the Work, Play, Love podcast. Lauren is a former professional middle-distance and marathon runner who spent 13 years competing and is now a coach for Little Wing Athletics, and Jesse is a professional triathlete. On this episode, they get "really real" about parenthood (they have two children, Jude and Zadie) and the realities of trying to grow a business and a family simultaneously. They talk about resentment, balance, entrepreneurship, work challenges, and "the dark days."

And hey, Picky Bars are awesome! Click here and use code ONTHERUN for 30 percent off your order, plus an extra 30 percent off your first delivery of the Picky Club!

Thank you to AfterShokz for sponsoring this episode of the Ali on the Run Show! CLICK HERE for $50 off your wireless headphone endurance bundle!

What you'll get on this episode:

  • Why Jesse is having an identity crisis right now (4:30)
  • On being able to laugh through the hard moments of parenting (12:40)
  • On resentment (20:00)
  • Lauren and Jesse share their take on the idea of balance (22:50)
  • On bringing home work stress when you're an entrepreneur (28:40)
  • What Jesse remembers about the earliest weeks and months after becoming a dad (39:45)
  • On deciding to have a second child, and how Lauren and Jesse's marriage changed after having children (48:00)
  • Lauren and Jesse answer a few listener questions (1:05:35)

What we mention on this episode:

Lauren on Episode 103 of the Ali on the Run Show

Challenge Roth

Range by David Epstein

Car Talk

Dear Sugars

Mel Lawrence

Follow Lauren:

Follow Jesse:

Follow Ali:

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!

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880. LIVE from the 2026 Boston Marathon Expo with Annie Frisbie & Amanda Vestri

880. LIVE from the 2026 Boston Marathon Expo with Annie Frisbie & Amanda Vestri

"Go out there and send it within reason." Every year, I host a panel at the Boston Marathon Expo featuring some of the top American women in the professional field. This year, that meant getting to ch...

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879. LIVE at The TRACK at New Balance with Aisha Praught Leer & Eric Jenkins

879. LIVE at The TRACK at New Balance with Aisha Praught Leer & Eric Jenkins

"Winning is really fun!" On Saturday afternoon during Boston Marathon weekend, more than 775 of us took over The TRACK at New Balance for a super fun live show with Off the Rails cohosts Eric Jenkins ...

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878. LIVE at WBUR CitySpace in Boston with Claire Holt

878. LIVE at WBUR CitySpace in Boston with Claire Holt

"I have severe FOMO. All I want to do is run this marathon on Monday." Claire Holt is an actress best known for her work on Pretty Little Liars, H20: Just Add Water, The Vampire Diaries, and Mean Girl...

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877. My Boston Marathon Pep Talk

877. My Boston Marathon Pep Talk

"I went back to Boston, and I found myself again. I found the Ali I knew was in there. The Ali who lives and breathes running. The Ali who had felt so isolated for so long, but who craves community an...

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876. Sara Hall, Author of For the Love of the Grind

876. Sara Hall, Author of For the Love of the Grind

"Doubt and belief can coexist. In the book, you see a ton of my doubts and struggles with confidence. But then there's also this untouchable belief that's always there, too. So it's almost like, which...

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875. Everything You Need to Know About the 2026 Boston Marathon

875. Everything You Need to Know About the 2026 Boston Marathon

"Calm, calm, calm. Relax, relax, relax." Welcome to your guide to the 2026 Boston Marathon! We just about one week away from the 130th running of the world's oldest marathon. This year's Boston Marath...

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874. Emily Sisson, Boston Marathon-Bound

874. Emily Sisson, Boston Marathon-Bound

"That's been my thing lately: What excites me?" Emily Sisson is the American record holder in the marathon, a two-time Olympian, and a New Balance professional athlete. And right now, she's gearing up...

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873. Jess McClain, Boston Marathon-Bound

873. Jess McClain, Boston Marathon-Bound

"All I can do is move forward knowing that one day I'll have that moment." Jess McClain just might be the most-loved professional marathoner in the country. The Phoenix, AZ-based Brooks athlete made n...

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