Following his father and paternal grandfather, Roosevelt went to Groton School and graduated from Harvard in 1936, where he was a member of the Hasty Pudding Theatricals and the Owl Club.

[citation needed] Upon his return from the Pacific Theater, Theodore joined the Philadelphia brokerage firm of Montgomery, Scott, becoming a partner in 1952.

[8] For many years, he was president of the Competitive Enterprise System, Inc., a nonprofit organization that promoted free markets in the United States.

He was an honorary plank owner in the USS Theodore Roosevelt, and a strong supporter of the efforts to preserve the Pine Knot site in Virginia, his grandparents' presidential retreat.

[2][10] He and his wife are buried at Brookside Cemtery, near Somesville, in the town of Mount Desert, Maine.