Stephen Raymond Gregg was born in the New York City borough of The Bronx on September 1, 1914. He moved as an infant with his family to Bayonne, New Jersey where he grew up. Gregg likely could have avoided being drafted due to his employment as a shipyard welder in Kearny, New Jersey. He was inducted into the United States Army on February 9, 1942 in the aftermath of Pearl Harbor and the United States’ entry into World War II.
At age 29, he was one of the oldest enlisted members of Company L, 3rd Battalion, 143rd Infantry Regiment, 36th Infantry Division when they landed in Italy at Salerno in September 1943. Among his Company L comrades was Charles E. “Commando” Kelly, who received the Medal of Honor for his gallantry on September 13-14, 1943.
Stephen Gregg learned from Kelly how to be a one man army.