Newsday
Founded in 1940 by a group of Long Island businessmen, including the illustrious Harry M. L. and family, Newsday emerged as the go-to newspaper for those whose idea of local news extended beyond the subway's reach. Known for its broadsheet bravado and its flair for covering Long Island’s every quirk, Newsday has weathered its fair share of storms—be it the rollercoaster ride of ownership changes or the baffling financial mishaps that led to its scuttled bid for relevancy in the digital age. Defining moments include its Pulitzer Prize-winning coverage of the Long Island Rail Road shooting and its endless battle with the decline of print journalism in an era increasingly defined by the internet’s frenzied headlines. With a valuation in the low hundreds of millions, Newsday finds itself perpetually in the shadow of larger media giants, though it manages to stay afloat with its knack for breaking news about local town board meetings and school budgets. Despite leadership shifts—most notably in its recent run under the steady hand of execs like Patrick Dolan—Newsday remains a testament to the enduring charm of old-school journalism, even if the ink stains are fading.