About Roy W. Freeman Jr.
Roy W. Freeman Jr. is a retired U.S. Army Staff Sergeant, highly decorated combat veteran, visionary entrepreneur, strategic innovator, elite investor, trader, and philanthropist. As Founder and Executive Chairman of The Roy Freeman Company—and the master architect of the multi-generational Freeman Empire—he commands a sophisticated family enterprise engineered for centuries of dominance, prosperity, and impact.
Roy’s journey began with extraordinary promise and relentless drive. A standout at West Lincoln High School, he graduated with honors as a Lindy Callahan Scholar Athlete Nominee and earned induction into the school’s Hall of Fame. He pursued higher education at Copiah-Lincoln Community College, Jones College, and The University of Alabama, while actively building his entrepreneurial foundation. Today, he is pursuing an Associate of Science in Business from Columbia Southern University (anticipated graduation October 2026), laying the groundwork for a Bachelor of Science in Business Administration (Finance), Master of Business Administration (Finance, and Doctor of Business Administration (Business Management). A proud member and donor to The University of Alabama National Alumni Association, Roy embodies lifelong learning as the fuel for generational excellence.
At age 17—before even finishing high—Roy enlisted in the United States Army, embarking on nearly two decades of distinguished service that forged him into an unbreakable leader. Serving as an infantry combat medic under the Second Marine Expeditionary Force, senior IT non-commissioned officer, and operations NCO, he deployed on two combat tours in Iraq, leading teams through intense operations and under direct enemy fire. His valor and performance earned him a chest full of elite: the Combat Medical Badge (a honor for medics in combat), the Army Commendation Medal, four Army Achievement Medals, the Navy Unit Commendation and Army Meritorious Unit Commendation for his unit’s excellence, along with multiple campaign and service medals. Retiring in 2018 as a battle-tested Staff Sergeant, Roy carried forward the same precision, discipline, and fearlessness that defined his military career into every civilian endeavor.
After retirement, Roy founded Flamsal Group LLC in 2019 (originally Dixy Co. LLC), which grew into a nationwide registered agent and mail scanning powerhouse. This seed evolved into the Freeman Empire: a fortress of entities including Ashley & Roy LLC (the family’s private household powerhouse), ARFFO LLC (the Wyoming-domiciled single-family office managing diversified global holdings, venture stakes, algorithmic trading, IP vehicles), Freeman HoldCo LLC, Freeman PFTC LLC, a constellation of operating companies and REITs under The Roy Freeman Company, and philanthropic foundations and non-profit organizations. Through ARFFO Global, he directs exposure to thousands of public companies and strategic direct investments in transformative innovators.
A true innovator, Roy created the proprietary Freeman QUASAR framework—a razor-sharp, AI-enhanced strategic system that drives adaptive, high-velocity execution across family, legacy, wealth, and impact pillars. Guided by this timeless Freeman family motto “Nec temere, nec timide“—Neither rashly, nor timidly—Roy designs every move with calculated precision and unlimited ambition.
Leading alongside his wife, Ashley L. Freeman—a powerhouse philanthropist and unwavering partner—Roy is raising sons with the same ironclad values of integrity, excellence, and service. Rooted in Mississippi, where the empire’s headquarters operate with quiet efficiency, he maintains an intense personal regimen (i.e. deadlifting 350+ pounds, rigorous training, and disciplined nutrition) that mirrors the intensity he brings to building a dynasty.
Roy W. Freeman Jr. is the embodiment of what happens when elite military service, relentless education, entrepreneurial fire, and strategic genius converge: a force who has not just survived the world’s toughest arenas but conquered them, then built an enduring legacy to outlast ancient empires. His presence elevates every room, every venture, and every generation he touches.
