Judge Armstrong served on the Massachusetts Appeals Court bench from 1972 until his retirement in July of 2006, over 30 years. From 2000 to 2006, he served as the Court’s Chief Justice and was instrumental in expanding the Court’s bench from 14 to 25 judges, eliminating the Court’s case backlog for the first time in 16 years. Judge Armstrong served as the first Chairman of the Supreme Judicial Court's Committee on Judicial Ethics from 1988 until 1998. He was also a member of the Executive Committee of the Chief Judges Council of the National Center of State Courts for five years until his retirement as Chief Justice of the Appeals Court.
Prior to joining the Appeals Court, Judge Armstrong served in the administration of Gov. John Volpe. He was an Assistant Attorney General under Elliot Richardson. He also served as Chief Legal Counsel to Governor Francis W. Sargent from 1969 to 1971 and as Undersecretary of Administration until his appointment to the Appeals Court in 1972. Judge Armstrong graduated from Yale College in 1958 and Yale Law School in 1961. Currently, he is associated with the Boston office of Hogan Lovells LLP.