He went on to work as chief purser aboard a United Fruit Company ship (1919–23).

From 1923-37, he was secretary (chief administrative assistant) for his brother, Congressman William Patrick Connery, Jr.

He graduated from Georgetown University Law School, Washington, D.C. in 1926; engaged in the office-supplies and printing business in 1934 in Lynn, Massachusetts.

Connery was elected as a Democrat to the Seventy-fifth Congress to fill the vacancy caused by the death of his brother, William.

He was re-elected to the Seventy-sixth and Seventy-seventh Congresses and served from September 28, 1937 until his death from a heart attack[1] in Arlington, Virginia on October 19, 1941, aged 46.