She grew up watching her dad walk across the country—literally—from capital to capital. Decades later, Sherry Ott is finishing what he started… by bike. In this episode, Jackie sits down with the travel veteran (and six-time guest!) to talk about her latest quest: a cross-country cycling journey that’s equal parts tribute, personal challenge, and epic adventure.
What began in the 80s with paper maps and pushpins has become “Capital to Capital,” Sherry’s self-filmed docuseries chronicling her ride through rural America. Along the way, she’s faced down busy highways, wild dogs, flat tires, and self-doubt—but also discovered unexpected connection, confidence, and joy in the process.
It’s a story about legacy, learning as you go, and saying yes to something big before you’re ready.
Resources:
- Find and follow Sherry on Instagram at @Ottsworld
- Read about Sherry's quest: ottsworld.com/blogs/capitol-to-capitol-quest-walking-and-cycling-to-the-united-states-capitols
- Watch Sherry's docuseries: https://youtu.be/tzbofptX92I
- Please follow the show, leave a 5-star review if you love it, and share with your travel buddies
- Don’t miss Jackie’s behind-the-scenes communications - hop on our email list at TravelingJackie.com
- Massive thanks to Osprey.com and ObozFootwear.com for sponsoring and supporting our show!
Produced by NOVA
Take a leap with Jackie IRL - join us in Greece and Norway in 2025 at JUMPadventures.com
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