Our Story

Cycle 66 is a nonprofit cycling event created to celebrate Oklahoma’s stretch of historic Route 66 while strengthening the communities along its path. Each year, riders, racers, sponsors, and volunteers gather in Edmond for a full day of movement, connection, and purpose.

What began as a shared idea among community leaders and Route 66 advocates has grown into a regional event that attracts cyclists of all abilities. The goal is simple. Provide a well organized, welcoming ride that showcases the Mother Road and gives back to local causes.

A man wearing a black helmet, sunglasses, and a bright yellow shirt standing next to his dog, which is sitting in a bike carrier on the bicycle, with the dog wearing goggles and a harness, in an empty parking lot during daytime with green trees and a clear blue sky.

Our Mission

Cycle 66 exists to connect people to Route 66, promote healthy and active lifestyles, and support nonprofits that serve Oklahoma communities. Every registration, sponsorship, and volunteer hour helps us move closer to our long-term vision of engaging thousands of people with the history and heritage of the Mother Road.

Our Team

Board of Directors

Ashley Crall, Chair
Aaron Trahan, Treasurer
Makailyn Dillon, Secretary
Joe Fairbanks

Jessica Hoover
Jennifer Thornton
Corey White
JD Younger

Jason Duncan, Ex Officio
Marian Free, Ex Officio
Mike Osburn, Ex Officio

We run on EOS graphic

We Run on EOS

Cycle 66 has embraced the Entrepreneurial Operating System (EOS) principles, streamlining our operations to enhance the Cycle 66 experience and community impact. This globally-proven process has helped focus our Vision and gain Traction in making Cycle 66 an event we are proud to share with our cycling community.

Close-up portrait of a smiling middle-aged man with glasses, a bald head, and a beard, wearing a blue jacket and white shirt, with a green leafy background.

Mike Osburn
Founder

Man with a beard wearing sunglasses, a red helmet, a blue plaid shirt, khaki shorts, and gloves, standing next to a red mountain bike outdoors on a dirt trail with trees and mountains in the background.

Jason Duncan
Ride Director

A man with glasses and a beard standing in front of a colorful mural.

Tony Steward
Race Director

Young woman with light brown wavy hair, glasses, and a nose piercing, smiling in a studio portrait shot.

Shaila McCoy
Marketing Director

A smiling woman with long, wavy brown hair, wearing a black sleeveless top with a tie at the neckline and gold hoop earrings, outdoors with a blurred background.

Bree Edmonds
Volunteer & Community
Engagement Director

A woman with wavy blonde hair, wearing teal glasses, a maroon top, and a necklace, smiling outdoors with a wooden fence in the background.

Marian Free
Event Director

What Makes Cycle 66 Unique

Scenic routes that combine urban streets and rural landscapes

Inclusive experiences for beginners, families, and experienced cyclists

A strong focus on community impact and charitable giving

A celebration of Route 66 culture, history, and local businesses

Group of seven cyclists riding on the road near a modern sculptural building, with trees in the background on a clear day.

How We Create Impact

Proceeds from Cycle 66 help fund local charities and Route 66 preservation efforts. By keeping the event rooted in community partnerships, we are able to support organizations that make a direct difference in the lives of people across Oklahoma.

When you choose to ride, race, sponsor, or volunteer, you become part of that impact.

Register To Ride
Register To Race
Volunteer