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The Motorcycle Cannonball History

The Motorcycle Cannonball is the most difficult antique endurance run in the world. That is an undisputed fact. And as proud as we are to say that, it must also be said that when the first run was being mapped out in 2009, that wasn’t part of the grand scheme of things. When Cannonball founding father, Lonnie Isam, Jr., first started daydreaming about cruising America’s back roads with his antique riding friends, there was no way he could have possibly imagined what his musings would eventually become. All Lonnie wanted to do was to see the scenic Americana landscape one mile at a time from the saddle of ancient iron with his riding buddies. His main objective was to motivate antique owners to break the stigma of sequestering collectible old relics to museums and the life of oversized dust catchers and to let the old machines spend their geriatric years living as they were intended: on the road. He felt the ancient motorcycles deserved to be tended and ridden. Our forefathers took a great deal of time and ingenuity to build these great machines and they should be respected for their abilities. He wanted to pay homage to the long distance pioneer, Erwin “Cannonball” Baker, and other historical figures that literally paved the way across the country in the early 1900s. His logic was that if the motorcycle greats could make those miles on the early machines, many with no roads whatsoever, certainly modern riders could do the same.

In September of 2010, Lonnie gathered together a group of riders who shared his motorcycling passion. Along the shores of the Atlantic Ocean, 45 like-minded riders left the historically celebrated city of Kitty Hawk, North Carolina for a transcontinental journey to the shores of the Pacific Ocean. What played out along the miles of these great United States changed the sport of motorcycling forever.

In 2012, the second iteration found 77 riders lined up at the starting line in Newburg, New York. The almost-4,000 mile ride to San Francisco played out exactly as the first run in as much that riders became a family as they struggled to get their ancient iron across the span of the nation. As Lonnie had envisioned, the Motorcycle Cannonball Run drew passionate riders who respected their machines as well as their fellow adventurists. The race, meant as an experience for people of integrity and grace, was embraced as a way to prove a rider’s mettle as much as that of their particular marque. Racers pulled together to support each other in the “man against the miles” battle of skill, grit and luck that played out each day for more than two weeks and spanned the breadth of America. As with the first run, lasting friendships and deep bonds were formed. And a third run was planned.

September of 2014 found 101 anxious riders lined up on the sandy beaches of Daytona, Florida. Eagerly anticipating the 16 days of truly incredible riding that lay ahead of them, Cannonballers from around the world set their sights on Tacoma, Washington. Along the way, businesses hosted the group and invited local fans to visit the thrill seekers at organized events just the way early American’s did for Cannonball Baker on his cross-country excursions. People came out in hordes, packing venues for an opportunity to see the rolling museums and meet the brave jockeys as they passed through their towns. The words “Motorcycle Cannonball” became a household name and the world of motorcycling would never be the same. The interest in antiques was revived. Motorcycle auctions, eBay and every platform available for antique motorcycles and parts became flooded with Cannonball hopeful’s searches for a qualified vehicle to carry them across the country.

The 2016 Race of the Century route from Atlantic City, New Jersey to Carlsbad, California was set, Lonnie Isam, Jr. was fighting for his life against cancer. As plans for the 2018 run were being laid out, the Motorcycle Cannonball’s beloved founder handed the mantle over to his business partner and friend, Jason Sims, before he quietly passed away in August of 2017.

In 2018, riders navigated a northernly course from Portland, Maine to Portland, Oregon.  Rain, hot temperatures in the plains of South Dakota, cold temperatures and snow in the mountains of Montana, along with extre

me winds in the Dalles of Oregon added to the everyday challenges of running an ancient machine through the country.  Despite these obstacles, this route was recently voted the favorite from riders.

Many challenges came to the world in 2020 and with closures due to the COVID-19 pandemic, Sims had no other choice but to postpone the event.

With 2021 bringing a safer and the country opening back up, the Motorcycle Cannonball finally completed our 6th event where 88 riders completed the trek from Sault Ste Marie, Michigan to South Padre Island, Texas.

Lonnie Isam Jr.


In order to truly understand the spirit of the Motorcycle Cannonball, you have to first know the man who initially struck the spark of interest in the antique motorcycle wildfire that has burned its way around the world. When Lonnie sent out calls to antique riding friends to join him for a run to traverse the...Read More

Jason Sims

Promoter / Owner

Since the first Motorcycle Cannonball run in 2010, antique motorcycle riders from around the world have anxiously signed up to follow Lonnie Isam Jr. across the United States on a unique journey that many have described as “life changing.” Before his passing in August of 2017, Lonnie had already passed the Cannonball torch to Jason Sims...Read More

LeeAnn Sims

Administrative & Travel Coordinator

LeeAnn handles the everyday administration and management of the Motorcycle Cannonball and the Cross Country Chase.  With Jason taking over the Cannonball daily operations in 2016, she recognized a serious need for the lodging and travel portion of the event, and launched a travel business extension, appropriately named “Cannonball Travel,” strictly to meet this important need,...Read More

John Classen

Course Master

John Classen returns for the 6th time as Course Master for the 2021 Motorcycle Cannonball. Since the inception of the Motorcycle Cannonball in 2010, John has been instrumental in laying out the challenging rides and incredible sights along the course for the Cannonballers. 2019 brought a new challenge for John, the Cross Country Chase, where his...Read More

Vicki “Spitfire” Sanfelipo

Registered Nurse

Vicki is a Registered Nurse and EMT who cheerfully escorts Cannonball riders across the country, providing medical attention as needs arise. She is the author of “A Crash Course for the Motorcyclist” and established the non-profit organization Accident Scene Management (ASM) in 1996 in order to reduce injuries and fatalities to motorcyclists through First Response training....Read More