70. Horatio Nelson Jackson: The first person to drive an automobile across America episode artwork

EPISODE · Jun 16, 2026 · 1H 7M

70. Horatio Nelson Jackson: The first person to drive an automobile across America

from Route 66 Podcast · host Anthony Arno

In 1903 a Horatio Nelson Jackson, an eccentric doctor from Vermont, makes a $50 bet that he can be the first person to drive an automobile coast to coast in under 90 days. Despite not even owning a car, having no driving experience, and no road maps to plan the route Jackson heads out within five days of making the wager. The story was first written in the book, Horatio's Drive: America's first road trip, by Dayton Duncan, who would later unite with documentary film maker Ken Burns to create a feature PBS documentary film. Highlights from the show include: What makes a really good road trip? Road tripping basics Dayton earliest road trip memory Dayton's first impression of Ken Burns The Brooklyn Bridge film The most unusual $50 wager at a California social club Discovering Horatio Nelson Jackson Settling on the Winton touring car The start of the 1903 trip in San Francisco Documenting the trip Picking up a 4 legged passenger along the Route What happens when Jackson asked for directions Copy cats attempting to cross the continent by auto Packard Company attempt Oldsmobile attempt Winton Car Company asks Jackson to allow sponsorship Jackson turns down any financial help   Jackson arrives into NYC under his own terms Packard and Oldsmobile final results Life after the historic ride Working alongside Ken Burns Artifacts at The Smithsonian Museum   Thank you to Route 66 Podcast supporters, including: Rob and Cheryl Cochran – Maryland Jim Crabtree – California Todd Farrell – Nebraska John Garza - Texas Rich Havlik – Minnesota Mary Nicholson – Pennsylvania Phil Norton - Pennsylvania Mark Wilson – Texas And from the United Kingdom Charli Beeton THE MOTHER ROAD AT 100: The Voices of Route 66 A multimedia presentation featuring Route 66 before, during, and after its heyday During the centennial year of Route 66 schedule a virtual or in person presentation by Route 66 Podcast host, Anthony Arno, highlighting episodes over the past 10 years. An optional trivia option is available, where all attendees can participate to win Route 66 related prizes- either virtually or in person! Click HERE for more information  

NOW PLAYING

70. Horatio Nelson Jackson: The first person to drive an automobile across America

0:00 1:07:04

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

That Hoarder: Overcome Compulsive Hoarding That Hoarder Hoarding disorder is stigmatised and people who hoard feel vast amounts of shame. This podcast began life as an audio diary, an anonymous outlet for somebody with this weird condition. That Hoarder speaks about her experiences living with compulsive hoarding, she interviews therapists, academics, researchers, children of hoarders, professional organisers and influencers, and she shares insight and tips for others with the problem. Listened to by people who hoard as well as those who love them and those who work with them, Overcome Compulsive Hoarding with That Hoarder aims to shatter the stigma, share the truth and speak openly and honestly to improve lives. The Small Business Startup School – Business Notes | Financial Literacy | Retail Psychology – For Professionals & Entrepreneurs The Small Business Startup School Inc. Starting or buying a small business? While personal circumstances may vary, business patterns remain timeless. On The Small Business Startup School, we explore strategies, insights, and practical solutions to help entrepreneurs confidently navigate their journey.Hosted by Ola Williams—a retail entrepreneur, fintech founder, and financial coach with over two decades of experience—this podcast marries financial awareness and retail psychology with optimism to deliver actionable takeaways.Join us to learn, grow, and connect as we uncover the keys to business success.Let’s continue to learn together and be encouraged to keep on connecting! DIOSA. Carolina Sanper This podcast is a sacred space created by Carolina Sanper where you connect with your inner wisdom and embody your magnetic feminine power.It is the realization that the mystical realm is where you plant the seeds of your desired reality.It is a portal to your true essence: awareness, presence, and receiving with ease. Welcome home, DIOSA. 🖤 XXX Tech by SOVRYN Dr. Brian Sovryn The crossroads between technology, sensuality, and metaphysics - and the longest running anarchist podcast in the world! Brought to you by Dr. Brian Sovryn.

Frequently Asked Questions

How long is this episode of Route 66 Podcast?

This episode is 1 hour and 7 minutes long.

When was this Route 66 Podcast episode published?

This episode was published on June 16, 2026.

What is this episode about?

In 1903 a Horatio Nelson Jackson, an eccentric doctor from Vermont, makes a $50 bet that he can be the first person to drive an automobile coast to coast in under 90 days. Despite not even owning a car, having no driving experience, and no road...

Can I download this Route 66 Podcast episode?

Yes, you can download this episode by clicking the download button on the episode player, or subscribe to the podcast in your preferred podcast app for automatic downloads.
URL copied to clipboard!