He served in the Connecticut State Senate representing the 10th district from 1954 to 1960 as a Democrat.[3]
Healey later became a Connecticut Superior Court judge, and in a 1977 evaluation of judges on that court he received only an average rating. Despite this, in 1978, Healey was expected to be nominated for a vacancy on the state supreme court due to his seniority, but was passed over in favor of Ellen Ash Peters, the first woman justice to be appointed. However, in May 1979, Governor Ella Grasso nominated Healey to another vacancy on the state supreme court.[4]
