Flynn's decision to run for re-election to City Council opens up a potential opportunity for Josh Kraft to challenge Mayor Michelle Wu in the upcoming election.
Despite her popularity, Wu has faced criticism over various initiatives, including the controversial property tax proposal and a series of school closures impacting Boston Public Schools.
The ongoing tension between Flynn and Wu highlights a significant divide in Boston's local government, particularly around funding for city infrastructure and education.
Mayor Wu's plans—to run for a second term and to announce expected school changes—could spark intensified competition as potential challengers like Kraft evaluate their options.
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