The Daily Freeman reports that Dutchess County Sheriff Adrian “Butch” Anderson died in his sleep overnight Sept. 28, in the middle of his sixth four-year term. Officials did not immediately provide a cause of death. The Republican previously served as the mayor of the village of Pawling from 1983 to 1991. Anderson joined the Dutchess County Sheriff’s Office as a deputy on December 1, 1970, was named Dutchess County undersheriff in 1993. He was elected sheriff in 1999 and then re-elected in 2003, 2007, 2011, 2015, and 2019. In recent years he was best known for being friends with Donald Trump, and he spoke at a Trump rally in Poughkeepsie in April 2016. In 2017, after the white supremacist/neo-Nazi rally in Charlottesville, Va., where a counterprotester was killed, Anderson mildly criticized the president for not calling out hate groups by name. “I thought he could have been more specific on that, and especially against racists,” Anderson told the newspaper at the time. “He is not a racist and he certainly does not condone any of that stuff in any manner, shape or form. I know he doesn’t, [but] I thought, yes, he should have been more specific.” Andrson is survived by his wife, Danielle Giametta Anderson, and three children.