Maps, Miles, and Meaning – Sherry Ott’s 30-Year Bike Quest (JUMP 190)

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: 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 Advertising Inquiries:

You can listen to Maps, Miles, and Meaning – Sherry Ott’s 30-Year Bike Quest (JUMP 190) online on Radio and Podcast. Open the player on this page to stream the available audio.

Maps, Miles, and Meaning – Sherry Ott’s 30-Year Bike Quest (JUMP 190) is an episode from The Budget Minded Traveler: Travel | Adventure | Lifestyle by Traveling Jackie.

This episode is 57:02 long.

This episode was published on Aug 6, 2025.

Yes. Use the heart button on the episode page to add it to your favorite episodes list.

Yes. This page shows related episodes from The Budget Minded Traveler: Travel | Adventure | Lifestyle when more episodes are available from the podcast feed.