Drake graduated Phi Beta Kappa from the University of Iowa, majoring in history (with honors) and Latin. His studies at Duke University School of Law were interrupted for two years when he was drafted into the U.S. Army, where he served as an enlisted interrogator with the 11th Armored Cavalry (The Black Horse Regiment) in Vietnam and Cambodia. With Karl Edward Wagner and Jim Groce, he was one of the initiators of Carcosa, a small press company. He now lives in Pittsboro, North Carolina.