In the summer of 1993, the paper hired Robert Deutsch, who had previously worked at both the Boston Phoenix as a writer and ad salesman and the TAB newspapers, based in Newton, MA.
It was itself featured in the Boston Globe for uniting the Governor of Massachusetts William Weld with his favorite cartoonist, Pulitzer Prize–winning Tom Toles.
Robert Deutsch left the newspaper in 1995 and Courtney Wayshak (writing under the pseudonym Clyde Ash) took over as Editor.
In January 2000, Michael J. O'Brien began work there as an editorial assistant but left in August of that year after being named editor in the spring and helming the ship of fools through numerous "Davis Square map" issues.
[2] Derek Gerry, a local radio station personality and former editor of the Winchester Town Cryer acquired the paper and brought back Robert Deutsch and John Klossner.