Headmaster's Challenge

The Headmaster’s Challenge is an annual competition between alumni classes to achieve the highest percent participation in Millbrook School’s Annual Fund by the end of February. This friendly rivalry has been a win-win, bringing Millbrook alumni together through the thrill of competition and school pride, and increasing Annual Fund participation, which supports everything at Millbrook School.

This is the final Headmaster’s Challenge, and alumni classes are being called upon to exceed their respective highest-ever Headmaster’s Challenge participation rate in the Annual Fund.

Click here to see the goal for your respective class year.

Alumni Annual Fund participation was at 28% at the inception of the Headmaster’s Challenge in 2015 and has since continued to climb, reaching 43% at its highest point. This swift and sizable increase in alumni Annual Fund participation has supported Millbrook in every way, as the Annual Fund is the underpinning for everything from financial aid for students and professional development for faculty, to campus improvements, and more.

YES, every gift counts, so meet the challenge by giving today and rallying your classmates to Break Through for Drew!