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He retired to Ireland on his father's death in 1921 and became a Kerry County Councillor in 1926. He was an independent member of Seanad Éireann from 1928 to 1936, and 1938 to 1943. He was elected at the 1928 Seanad election for three years, and re-elected at the 1931 Seanad election for nine years. He served until the Free State Seanad was abolished in 1936. He was elected to the 2nd Seanad in 1938 on the Agricultural Panel and was re-elected to the 3rd Seanad.
During World War II he was at the same time a senator, an officer in the British Army and Chief of the Name. After McGillycuddy complained to the BBC, its 1949 Green Book of standards entered the stricture 'Do not mention the McGillycuddy of the Reeks or make jokes about his name'.