Born in Philadelphia,[3] Riddle was the son of John Wallace Riddle, Sr. and Rebecca Blair McClure; he was born after his father's untimely death. A few years later, Rebecca McClure became the second wife of Charles Eugene Flandrau and relocated to St. Paul, Minnesota where Riddle grew up alongside two half-brothers and two step-sisters.[4] He graduated from Harvard in 1887, attended law school at Columbia through 1890, and studied international law, diplomacy, and languages at École Libre des Sciences Politiques and the Collège de France in Paris through 1893.[5]
^Haeg, Lawrence Peter (2004). In Gatsby's Shadow: The Story of Charles Macomb Flandrau. University of Iowa Press.
^Derby, George and James Terry White (1910). The National Cyclopædia of American Biography: Being the History of the United States as Illustrated in the Lives of the Founders, Builders, and Defenders of the Republic, and of the Men and Women who are Doing the Work and Moulding the Thought of the Present Time. Vol. 14. New York: James T. White & Company.