Photo gallery Globe front pages of Menino’s victories ← Related Article Visit The Boston Globe Share on Twitter Share on Facebook Comment on this Scroll to top of page Globe Archives On Non. 2, 1993, Mayor Menino was elected mayor of Bosotn, defeating State Representative James Brett. Prior to the election, Menino was acting mayor for a few months after Ray Flynn resigned to become ambassador to the Vatican. Globe Archives Menino ran unapposed for a second term in 1997. In 2001, Menino defeated Peggy Davis-Mullen, a Boston city councilor. Menino beat Boston City Councilor Maura Hennigan in 2005. Menino won his fifth term as mayor in 2009 by defeating Boston City Councilor Michael Flaherty.