State Political Career
After studying law, Harrington was admitted to the bar in 1898 and commenced practice soon thereafter. In 1899, he was elected as the State's Attorney for Dorchester County, and served in that position until his election defeat in 1903. As state's attorney, Harrington gained a reputation as a hard-liner, and was an aggressive prosecutor. This, along with party conflict, contributed to his defeat.
Harrington resumed the practice of law in Cambridge, Maryland in 1903. In 1910, he was appointed as Insurance Commissioner, a position he served in until he was elected Comptroller of Maryland in 1911. During the election, he defeated Republican challenger John A. Cunningham by 7,800 votes. Harrington was re-elected two years later, defeating challenger Oliver Metzerott by a comfortable margin.
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