Get To Know the Founder of Drive Logistics

Get To Know the Founder of Drive Logistics

Michael O’Leary leads Drive Logistics into the future of trucking

If you ever happen to meet the founder of Drive Logistics Michael O’Leary, he will be quick to let you know the success of Drive Logistics is not about him, but a testament to the experienced staff and owner operators the company supports.

It’s just who Michael is.

At Drive Logistics we are invested in empowering America’s truckers and providing them the tools to reach their entrepreneurial goals. ‘Drive’ offers comprehensive business solutions for truckers who want to become owner operators, but are searching for support with the day-to-day of starting and running a successful trucking business.

With Drive Logistics and the myDrive mobile app, the company’s clients have the tools they need to haul the freight they want, when they want, where they want.

“Drive Logistics provides a service that gives our truckers the best pathway to success, a way to make their dreams a reality while focusing on moving freight at premium rates,” Drive Logistics Founder Michael O’Leary said.

Veteran of the 82nd Airborne, Michael founded Drive Logistics in 2016 and earned immediate success. The first eight months in business, Drive Logistics surpassed its gross revenue projections by 90 percent. Since then, Drive Logistics has been honored as one of the fastest growing companies in northeast Florida by the Jacksonville Business Journal in consecutive years (2020, 2021).

A proud Jacksonville native, Michael is a graduate of Episcopal High School, and is a member of various professional educational schools and the Jacksonville Rotary Club.

Despite the challenging business environment of 2020, Drive Logistics was able to expand. Surpassing every benchmark the company set in terms of growth for 2020, Drive is focused on hiring, adapting and expanding. Drive Logistics occupies significant office space in the Riverside neighborhood near downtown Jacksonville, FL., and will continue its expansion in the coming months.

With a professional legacy that continues to grow on the First Coast, Michael has a track record of success dating back to the early 2000’s. Prior to founding Drive Logistics, Michael served as President of The Grimes Companies - a regional operation that handles warehousing, packaging, staffing and trucking services.

Prior to joining to Grimes, Michael served as President for North Florida Glass Industries where he exponentially increased sales volumes prior to selling his interest in the business.

With two decades of logistics experience, Michael’s expertise includes organizational development, turn-around, purchasing, business acquisition, contract negotiation, management team building, marketing, business development and strategic development.

About Drive Logistics

Founded in 2016, Jacksonville-based Drive Logistics is a veteran-owned trucking company that provides business support services to trucker owner operators with the passion to run their own trucking business. Drive Logistics is recognized as the premier company for truckers to secure comprehensive business solutions, innovative tools and benefits committed to help its clients make their entrepreneurial dreams a reality. Drive Logistics offers billing, collections, broker negotiation, IT services, back-office support and many other business services to trucking company owners. Drive Logistics operates in the contiguous 48 states and its executive team has over 100 years of combined experience in the trucking industry. For more information, please visit

For more information on becoming an owner operator, you can contact Drive Logistics here.