Wednesday, April 1, 2026

Meet The Returning Rider # 1172 Nancy Webb

 



I grew up in the Dallas–Fort Worth area, where big skies and long highways probably programmed me early for a life in motion. In 1992 I joined the U.S. Air Force and accidentally turned the world into my neighborhood. Germany, England, and Japan weren’t just duty stations, they were launchpads. I chased every leave block like it was a boarding call and somehow stacked up visits to around 60 countries.
 
 


England is also where my two-wheeled alter ego was born. I earned my motorcycle license in 2001, and by 2013 I had my first Harley and a front-row seat to the Alps and the Pyrenees while stationed in Germany for the second time. Nothing resets your perspective like leaning into a mountain curve with another country waiting on the other side.
 
 


My official 25-year Air Force anniversary? Celebrated in Afghanistan… under a desk… while rockets were incoming. Subtle as a brick and just as effective. I took the hint, retired in 2018, bought a one-way ticket to Bangkok, and spent the next 15 months backpacking across 21 countries and four continents with no fixed address and a very overworked passport.
 
 


I’d only been back in the States a few months when COVID shut the world down, so I did the only thing that made sense, pointed the bike at the map and rode the lower 48.
 
 


In 2021 I met an incredible human named “Lumpy,” who told me about the Hoka Hey Motorcycle Challenge. After a little research and a lot of “sure, why not,” I put myself on the wait list without fully grasping the beautiful chaos I was volunteering for. Lumpy passed before the 2022 run, but he rode every mile with me. I finished in under 14 days, even after picking up a flat tire 200 miles from the finish, because quitting was never going to be part of that story.
 
 

These days the mission continues in the form of a 100,000-mile charity ride for Mile Monsters Inc. Same heart, new patch, bigger purpose. Still chasing horizons, still collecting stories, and still believing the best route is usually the one that wasn’t on the original plan.
 
 


Nancy Webb
HHMC1072