Gilman Alumni Weekend 2019 Recap
Wow! What a weekend! Over the course of two days in April, more than 600 Gilman alumni, family, and friends returned to campus to celebrate Alumni Weekend 2019. Click here to see photos from the entire weekend.
A new addition this year to the 50th reunion festivities was The Third Grade Pen Pal Program. Led by Archivist Johanna Schein and their teachers, the third-grade boys conducted research on the members of the Class of `69 through the 1969 Cynosure. The boys each wrote a letter to a member of the class (in cursive!) asking what Gilman was like in their day and received letters back from their pen pals.  The alumni met with their pen pals in the Lower School on Friday morning for lunch and laughs as they compared their notes on Gilman.

The Third Annual Gilman Forever Luncheon opened with a special treat – a couple of numbers from the spring Musical, Crazy For You, led by Director John Rowell and performed by the show’s two stars. Three members of the Class of 2019 then led the 100+ attendees on a virtual tour of Gilman’s campus, highlighting both what has changed and remained constant over the last 50 years. Click here to flip through their slideshow. Following a lovely lunch, Maryland State Senator and member of the Class of 1968 Chris West took the podium and encouraged all in attendance to pull out the “saxophones” buried in the back of their closets, dust them off, and “blow, baby, blow!” Click here to read Chris’ speech, and click here to see images of the faculty members that Chris mentioned.

The Alumni Golf Outing was planned for Friday afternoon, but Mother Nature had other ideas.  We have rescheduled it for Friday, November 1 – the day of the Bull Roast and the day before the Gilman-McDonogh football game. If you are interested in pulling together a foursome to play please email

Friday night’s Alumni Crab Feast welcomed more than 200 alumni and faculty – as well as 28 bushels of Chesapeake Bay blue crabs – into the Lumen Center for dinner, drinks, good music, and conversation.

Saturday morning kicked off with a Baseball Alumni Breakfast. Jay Homa ‘96, Yani Rosenberg ‘96, and Tom Prevas ‘98 spoke to this year’s Greyhounds about what Gilman baseball means to them and how much fun it was to come back and take the field. After breakfast, the group suited up and headed down to Barrett Field where the alumni gave Head Coach Larry Sheets and his team a good run for their money.

As the baseball players took to the field, Gilman Lacrosse Alumni spanning six decades joined Head Coach Brooks Matthews ‘87 and this year’s Greyhounds for breakfast. Damien Davis ‘99 reminded the group to value the relationships built through team competition, and John Magladery ‘69 encouraged the team to enjoy the journey. After a group photo, the team headed to the locker room and the alumni headed to the oval to scrimmage the JV team. The youngsters got off to a great start, but Mike Allan ‘94 and Jordan Wagman ‘14 led the veterans to come-from-behind in a 9-6 win.

In what will likely be his last Classes Without Quizzes, long-time teacher and coach Dan Christian, who is retiring at the end of the school year, wowed his “students” with a special tour through hell en route to paradise… or moreover Paradiso… as experienced through Dante’s Divine ComedyClick here to experience this journey first-hand.

The Alumni Awards Luncheon honored another Gilman legend. Tim Holley ‘77 received the May Holmes Service Award for his nearly 40 years of service to the School. Sherm Bristow ‘67 contextualized the times during which Coach Holley arrived on campus and offered a powerful recounting of their relationship as it evolved from teacher-student to colleagues and finally to lifelong friends. Alumni Association Board of Governors Secretary Malcolm Ruff ‘02 then formally presented Coach Holley with the award, highlighting the incredibly broad and lasting impact of his contributions.

Hundreds of alumni crowded into a huge tent on Harris Terrace on a beautiful afternoon for the All-Reunion Class Cocktail Party. Headmaster Henry Smyth welcomed the crowd, thanked each class’s reunion chair, and gave a shout-out to Bruce Bower ‘99, who flew in from London, earning the award for longest distance traveled.

And then it was off to individual Class Parties for alumni whose class years end in 4s and 9s. Ten class parties were held on-campus and three more were held off campus, making it one of the largest celebrations in recent history. Old friendships were rekindled and new ones forged. A good time was had by all and carried on long into the night.

A sincere thank you goes out to all Reunion class chairs and committees, whose tireless efforts helped to make this a spectacular weekend for all.

Next year, Alumni Weekend 2020 will be held on April 24-25. We hope you will save the date and make plans to attend!