In Vietnam, he logged the most hours of any pilot on F-8 Crusader supersonic jets. After the war he flew photo reconnaissance missions. In 1987, he became a rear admiral, posted at the Pentagon for the Naval Reserve. He organized the 1991 [Tailhook conference]?, and became embroiled in the ensuing sexual harassmanet scandal. He retired from the Navy in 1995.
Flagg moved to Millwood, Virginia around 1993 to start Daybreak Farm, a cattle farm.
He is survived by his son, Michael Flagg and other family.