Hopkinton chooses new superintendent of schools Michael Flynn —Courtesy Published: 2/5/2021 3:45:54 PM Following a leader like Steve Chamberlin as the superintendent of schools is no easy job. Michael Flynn says he’s up to the task. After a lengthy interview process, Flynn was hired to replace Chamberlin, who has superintendent of Hopkinton schools since 2009. Flynn said he is ready to move the district in a new direction while keeping the values alive from its former superintendent. “First of all, you don't replace someone like Steve, you don't replace anyone that's been in a district for that long with that type of leadership,” Flynn said. “So certainly, it's going to be my goal to follow him and continue to lead the work that he started,” Flynn said.