After a standout career at Kiski, Clifford Montgomery catapulted to national fame at Columbia where he became known as "The Kiski Kid." He captained the University's football team, made All-East quarterback in each year of his eligibility, and was chosen All-American at that position for both 1932 and 1933. During his time there, Cliff not only led Columbia to a staggering 25-3-2 record, he also engineered on of the biggest upsets in college football history (and was named "Player of the Game") when he sparked the underdog Lions to victory in the 1934 Rose Bowl.
He recieved the Brainard Memorial Prize for distinction as a Columbia student and was elected to the school's Nacom Society that same year. Cliff later served as a U.S. Naval officer in World War II, won a Silver Star at Okinawa, and enjoyed a twenty-five-year career as an executive with McGraw-Hill before retiring in Roslyn Heights, New York. He was inducted into the College Football Hall of Fame in 1963.
* Kiski has educated more football All-Americans, and sent more players to the College Football Hall Of Fame than any other prep school in the nation.