After working for a time in the hardware and sales fields, Chadwick had a long career as a teacher of English, history and Latin at Eastern private boys' schools.

[6] In his book, "The History of American Football," Allison Danzig referred to Chadwick as "the phantom line cleaver.

"[6] While attending Yale, Chadwick was also a member of the University Glee Club, Psi Upsilon, and Skull and Bones.

[1] After graduating as part of Yale's class of 1903, Chadwick agreed to return as the school's head football coach in the fall of 1903.

[13] At the conclusion of the 1903 football season, Chadwick accepted a position with the Southern Railroad Company, St. Louis and Louisville Division.

[1] At the time of the 1910 United States Census, Chadwick was living with his parents in Brooklyn and working as a salesman for a roofing concern.

[6] At the time of the 1930 United States Census, Chadwick was living in Ridgefield, Connecticut, working as a teacher in a private school.