May 1992
The Middle School campus is named the Bissell Campus in honor of Sara '56 and Howard C. "Smoky" Bissell, for their 25 years of volunteer support and financial leadership to Country Day.

July 1992
The Board of Trustees appoints Margaret Gragg to be the new head of school, a position she holds today. She quickly earns applause for her hands-on management style, collaborative approach, and administrative talents.

Fall 1992
Country Day becomes an International Baccalaureate school, one of only five schools in the world ever to be accepted into the IB system without the customary probationary period.

1992–93
The Middle School initiates gender-specific math classes in seventh and eighth grade to take into account that males and females have different learning styles.

September 1993
The Levine Center provides a new home for administrative staff, the International Studies Program, and the foreign language faculty offices.

1995–96
The Lower School is named a Physical Education Demonstration School because of its exceptional PE program. It is one of only six schools in the country to receive this prestigious designation.

1996–97
The Admissions Office reports that reenrollment is 94.3%, making Country Day a leader among independent schools in reenrollment rates.

September 1997
The Sklut Center, a fine arts and multipurpose facility, opens on Bissell Campus. The building enables greater flexibility in scheduling and provides expanded Middle School computer labs.

1998
The Office of Diversity Planning is created, and Brian Wise comes on board to direct the program. Mr. Wise is charged with creating programs for students, faculty, and parents to increase awareness of issues related to diversity and multiculturalism.

1999–2001
Country Day launches the Believe & Achieve capital campaign, a much-needed initiative to raise $30 million for construction and renovation projects that carry the school into the new millennium.