Ali on the Run Show17 Apr 2025

801. Jess Sims, Boston Marathoner & Peloton Instructor (Rerun)

"She said, 'This is how it was supposed to be. This is how it was supposed to feel.' And at that moment, I realized the magnitude of what we gave to each other."

Rerun alert! In honor of the 129th Boston Marathon in just a few days, we're throwing it back to 2022, when fan favorite and beloved Peloton instructor Jess Sims surprised the world by showing up at the start (and finish!) line of the Boston Marathon. And she had a good reason for keeping her marathon debut on the down-low. In this very special conversation, Jess talks about receiving a fateful message from Boston Marathon bombing survivor Michele Blackburn — a message that ultimately guided Jess every step of the way toward that finish line on Boylston Street. Jess talks about her training, about how she felt on the start line, and about why she still feels marathon imposter syndrome, even after earning that blue and yellow medal. (You'll want tissues on hand 17 minutes into this one. You've been warned.)

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886. Re-Run: The First Ali on the Run Show LIVE Event

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884. A May Message from Ali

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7 Maj 43min

883. Cousin Jackie's 2026 Boston Marathon Recap

"It was really hard for me to distinguish who was a friend and who was actually going to win the Boston Marathon, and I just hugged them all the exact same." She's back — and this time, she's a Boston...

5 Maj 1h 37min

882. My 2026 Boston Marathon Weekend Recap

"It felt so good to be reminded of all the reasons I love to do this." There's nowhere I'd rather be on the third Monday in April than at the Boston Marathon finish line! This year, I was honored to b...

30 Apr 2h 21min

881. Chelsea Clinton's 2026 Boston Marathon Recap

"I'm so proud of all of us. I'm so proud of anyone who decides to even run a mile." Of the 30,000 runners who completed this year's Boston Marathon, only one is a former resident of the White House. C...

28 Apr 1h 5min

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...

23 Apr 33min

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 ...

21 Apr 1h 9min