Word: assessor
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Dates: during 2010-2019
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...magazine "America's Sexiest Man" photo spread that was resurrected and became an Internet sensation during the campaign. But he is also a 30-year veteran of the Massachusetts Army National Guard, and his service figured prominently in his campaign. He won his first election as a local tax assessor in 1992 and was elected to the state senate in 2004. His politics tend to be standard conservative on issues like taxes and guns, but he supports Roe v. Wade and in 2007 earned a 100% rating from the Massachusetts Audubon Society...
...first elected to political office in 1992 when he became assessor in Wrentham, Mass. In 1998, he was elected to Massachusetts' state house of representatives...