CHAIRMAN FREEMAN

A division of Ashley & Roy LLC

Welcome to Chairman Freeman

Chairman Freeman is the official office of Roy W. Freeman Jr., Founder and Executive Chairman of Freeman HoldCo LLC, Ashley & Roy LLC, and patriarch of the Freeman Family.

From American colonial roots to a multi-generational empire built for centuries of prosperity and impact, Roy leads with discipline forged in combat, vision sharpened by entrepreneurship, and an unwavering commitment to family first.

Who is Roy W. Freeman Jr.?

Roy W. Freeman Jr. is a retired U.S. Army Staff Sergeant, highly decorated combat veteran (two tours in the Triangle of Death, Iraq), entrepreneur, elite investor, trader, and philanthropist.

He enlisted at 17 after 9/11, served nearly two decades as an infantry combat medic and senior IT NCO with Top Secret clearance, and retired in 2018.

Today he serves as:

The Freeman Empire

Freeman Empire is the comprehensive, multi-generational structure that unites heritage, governance, wealth creation, and societal impact.

Key entities:

  • Freeman HoldCo LLC and Ashley & Roy LLC
  • Freeman PFTC LLC
  • ARFFO LLC
  • The Roy Freeman Company

The Pillars We Stand On

Family – Unbreakable bonds, next-generation leadership, and private household and professional management via Ashley & Roy LLC

Legacy – Intentional stewardship of name, values, and heritage

Wealth – Disciplined, diversified, long-horizon capital deployment

Impact – Philanthropy, foundations, education, and positive societal contribution

A Personal Note from the Chairman

Legacy is not inherited — it is engineered, one disciplined decision at a time.

Whether you are a fellow family-office steward, investor, partner, or simply interested in how a combat veteran built a 1,000-year vision, I welcome you.

– Roy W. Freeman Jr., Executive Chairman, Ashley & Roy LLC

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