Retired Lt. Colonel served in the US Air Force JAG Corps He served 20 years on active duty in the United States Air Force as a contracting officer and Judge Advocate ("JAG"). Spouse: Erica Stone Gregory – Retired LT. Colonel USAF Tommy Gregory is a Native Floridian, and a member of the Sarasota Republican Club board of directors. He received his J.D., with honors, from the University of Texas School of Law and his Bachelor of Science in Economics from the United States Air Force Academy where he graduated with Military Distinction. He is currently an Attorney At Law with Williams, Parker, Harrison, Dietz & Getzen focusing on land use and labor and employment law. He is also a member of the Tiger Bay Club and Military Officers Association of Sarasota.