1896 Anne Galbraith Carey wonders about what to do about school for her son Frank. She decides he would benefit most by living at home while attending a school in a country setting with rigorous classes in the morning, a hot meal for lunch, study hall, and sports in the afternoon.
1935 After delivering a talk on the sinking of the Titanic, bespectacled Gilman senior Walter Lord wins the Princeton-Gilman Alumni Cup for the best Sixth Form speech. Nineteen years later, Lord publishes A Night to Remember, his account of the ill-fated ship, which will be read by millions and which will launch his career as a writer. In 1995, the Walter Lord Library is dedicated in John M. T. Finney Hall, the new middle school building.
1947 Gilman wins its first Maryland Scholastic Association Lacrosse title. In the championship game against Boys Latin, trailing by four with five minutes left, senior mid-fielder Redmond C. S. “Reddy” Finney wins five consecutive face-offs, leading to five unanswered goals and a Gilman victory. In 1968 he is named Gilman Headmaster, a decision that is based on formidable credentials not limited to these late-game heroics.
1950 Gilman launches a decade-long effort to expand offerings in music, art, drama, and community service. A year later, its location no longer as “rural” as it was 40 years earlier, the Gilman Country School becomes Gilman School.
1967 Mathematics teacher Ned Thompson ’45 introduces Gilman’s first computer, a closet-sized machine on the second floor of Carey Hall. By the century’s end a fiber-optic network, automated library catalog, resource databases, full Internet access, and smart boards bring a world of resources to the fingertips of Gilman students.
1972 Seniors Tom Porter, Alan Kaufmann, and Ted Trimble defeat 80 other high schools to win WBAL-TV’s “It’s Academic” quiz-show championship. They donate their cash prize to Gilman’s scholarship fund. Today that fund supports one in five Gilman students, enabling deserving boys from a wide variety of backgrounds to take advantage of a Gilman education.
1988 Community service becomes a requirement with a minimum of 50 hours in one placement during one calendar year necessary for graduation. This requisite reflects Gilman’s history of being a community school; ongoing community service projects include Green Grass, food drives to support the Donald Bentley Food Pantry, holiday toy and clothes drives to benefit Echo House, an annual American Red Cross blood drive, the Baltimore Independent School Learning Camp, and more.
1990 On April 21, 1990, the 1910 Upper School building, designed by one of Baltimore’s foremost architects Douglas Hamilton Thomas, Jr., was dedicated as Carey Hall in memory of the school’s founder, Anne Galbraith Carey. Her grandson Wm. Polk Carey ’48 established a special fund for the buildingís maintenance. The Carey family has a history spanning more than 125 years of promoting educational excellence in the City of Baltimore, and Wm. Polk Carey holds the distinction of having made the largest single private gift in Gilman's history, giving $10 million in 2003 toward a planned renovation of Carey Hall.
1997 The School celebrates its 100th anniversary. Gilman Voices, 1897-1997, edited by Patrick Smithwick '69, is published. A series of Centennial events and celebrations bring alumni back to Gilman from all parts of the Globe.
2007 A new era begins when boys return to Carey Hall on December 10, 2007, after an 18-month, $15 million renovation. Eight months later, in September 2008, the Lumen Center opens. The new building expands the capacity of Carey Hall and features a 400-seat dining hall, art gallery, ten large classrooms, a lecture hall and the woodshop.
2009 Gilman welcomes its first class of kindergarten students in 50 years. The 1958-1959 school year was the last year for kindergarten at Gilman until 26 boys started school in a new dedicated wing in September 2009.