Gratitude for Teachers at DA

I have been teaching, coaching, and advising now at St. Paul’s School for 18 years. My wife and I have four boys, two in college, one starting at St. Paul’s, and one who is in seventh grade. Parenting is getting easier. I had a one-year stint at Deerfield my first year out of college, two years at the American School in Switzerland, and one year at Hotchkiss before getting married and going to work for the Harvard Admissions and Financial Aid Office for five years prior to coming to St. Paul’s.

I am convinced I have been teaching so long because of the great teachers I had at Deerfield: Tim Engelland, whose door was always open to my as new student on Plunkett East I. Peter Estes, John O’Brien, and Tim Littwin who challenged me in the English classroom, even when I was ready to check out in my senior spring. Melvoin, Foster, Mo Hunt, Larry Boye, Jim Smith–we were surrounded by wonderful role models, coaches, and teachers, and what a difference that made for all of us.

Had a chance to get back to Deerfield last summer to attend “Look to the Hills,” a nice opportunity to get a peak back in the classroom and know that the teaching is still as excellent as it always was. Enjoyed a terrific poetry course with John Palmer, and Michael Carey guided us capably through the poetry of Walt Whitman and the Civil War photography of Matthew Brady. I teach American literature and history at St. Paul’s, so I had an even deeper appreciation for Michael’s expertise.

As Head Coach of the Boys Cross-Country team, I cross paths with Mike Schloat, Head Coach of the Deerfield Program, who does an excellent job with a top-notch team. And of course our classmate, Mark Dancer, and my next-door neighbor in Plunkett East I, who has dedicated so much of his career to Deerfield Academy. I am equally grateful to Mark’s dedication to the school.

I had a chance to visit with John O’Brien this summer in Waterford, Maine where my family still owns and runs Birch Rock Camp for boys. OB was built a shrine to Thoreau on Lake Keoka, and it was a real treat to visit his own version of Thoreau’s cabin, built to scale.

And next year, I hope to take a sabbatical after many years of teaching, and I plan to travel, write, and finally get to go on Webby’s September fishing outing in Montana. Those pictures of the big fish that Reed and my classmates catch always make me weep because I can never be there. Next year, Webby, I will be casting flies by your side.

Cheers to all in the Class of ’79! See you at the 35th!

Toby Brewster

Class of 1979

Frequently Asked Questions

Upon graduating from Deerfield, alumni enter a diverse network of former Deerfield students. Deerfield alumni have ventured into almost every area of employment, and many are at the top of their respective fields. The advantages of this vast network are numerous and significant, as every member of the Deerfield family receives the following:

Alumni are also eligible for alumni awards, such as the Ashley Award, Heritage Award, and the Mimi Morsman Award.

There are no membership fees or dues for members of the Deerfield family, but Deerfield does ask for assistance in a few areas. First of all, in order for Deerfield to have the most up-to-date records possible, we encourage members to keep us apprised of their current contact info. Alumni are also urged to direct all concerns and suggestions regarding Deerfield’s operations through the Executive Committee, the governing body of the Alumni Association. The committee acts as the voice of the alumni body, and works closely with the school administration. In order to keep tuition affordable and the quality of a Deerfield education at its highest, the Academy depends upon the continuing support of alumni and their families. This support can take the form of annual or capital gifts, or time spent volunteering on behalf of Deerfield.

There are Deerfield Clubs in many major American cities. Please visit here for more information on specific clubs and their sponsored events. 

Of course! Be sure to read the latest issue of From Albany Road in your email’s in-box for current news of what is happening on campus. As we also send out periodic invitations, it’s always best to make sure we have your current physical address. And if you do plan on visiting campus, why not tell us ahead of time?

Contact the Office of Advancement

7 Boyden Lane, PO Box 306
Deerfield, MA 01342