[4] Naylor began attending Lincoln University in Pennsylvania in 1920, where he played football and baseball for four years.

[3] In football, he began as a center before switching to fullback as a sophomore, starting in the position for his last three seasons; as a freshman, he was coached by the legendary Fritz Pollard.

[8][10] He remained a teacher and served as Howard's athletic director for three years after his retirement as football coach.

[8] Naylor worked for the Latin American Drug Store in Wilmington after his retirement from Howard.

[8] He later was posthumously inducted into the Delaware Afro-American Sports Hall of Fame in 2000, as part of the second class.