Head of School

Unsettling, in the Best Possible Way

Posted on Mar 20, 2017

Unsettling, in the Best Possible Way

Immersing myself in a new and uncomfortable situation often comes with some lofty goals. It also, almost always, comes with plenty of trepidation. After all, a “new place” might be geographically distant from anything I’ve known, linguistically mysterious, and just plain intimidating. I know that I perhaps have humbling errors in store and will likely fail often. Yet, somewhere in my head or heart, I know that confronting these challenges is exactly why I chose to put myself out there, and very quickly I start to feel like I’m learning and gaining ground. Studying in Spain when we...

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The Lived Truth: When Mine Is Different From Yours

Posted on Oct 12, 2016

The Lived Truth: When Mine Is Different From Yours

When my younger brother, Richard, graduated from college, he worked for Senator Daniel Patrick Moynihan of New York. Senator Moynihan—a liberal Democrat—regularly had breakfast with the staunchly conservative Senator Strom Thurmond of South Carolina. Today’s political culture would label these two senators enemies. Legend has it that the first half hour of their shared meals involved their ridiculing one another’s positions with passion and, often, spectacular humor. Once that exchange was out of their systems, they got down to business. They knew that regardless of their...

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The Discipline Behind Changing Wisely

Posted on Mar 17, 2016

by Todd B. Bland The range of Milton’s alumni accomplishments — personal and professional — is remarkable. You are diverse, impressive, courageous individuals. As a collection of stories chronicling your lives, Milton Magazine is a great resource. It shows us, in real time, how alumni are leveraging their education, their passion, and their skill to develop creative and meaningful lives. Hearing your stories is a favorite part of my job. It helps me see the value of Milton’s educational values and traditions, writ large in today’s world. It helps guide me, as all of us here...

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To See Clearly, Rely On “Clean Mirrors”

Posted on Oct 6, 2015

To See Clearly, Rely On “Clean Mirrors”

by Todd B. Bland Recently, a student writing for The Milton Paper asked me about my legacy — how I’d like to be known, once my tenure at Milton is complete. My list of goals is long, as you might imagine. Toward the top of that list is helping us all — as individuals and as an institution — be self-aware. We’d all agree that a data-wise leader is a more effective leader. The same is true for anyone undertaking an important endeavor: The more you know, the better equipped you are to move ahead purposefully, responsibly. Gaining and considering honest, objective...

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“Leave Room to Be Surprised”

Posted on Apr 1, 2015

“Leave Room to Be Surprised”

by Todd B. Bland Every Wednesday morning, I look forward to sitting around the Harkness table with the 14 students in my section of Senior Transitions. This course is designed to help Class I students manage the complexities of senior year and the college admission process, and focus on how to make a smooth and healthy transition from high school to college. Senior Transitions is one of four courses in Milton’s Affective Education program that all students take over their Milton years. During this year, we focus explicitly on life questions: What makes you happy? What does success look...

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The Gift of an Oral Legacy

Posted on Nov 6, 2014

The Gift of an Oral Legacy

by Todd B. Bland The Camp — built by my great-grandfather, Hiram Bingham, as a retreat for his wife and seven sons — has been a family gathering place for more than five generations. So many of my childhood “firsts” happened during annual visits to the Camp; so many meaningful memories took root there. There, I learned through stories about my family’s intriguing adventures. My mother and father, aunts, uncles, great-uncles and great-aunts told stories, but my grandmother’s and grandfather’s were the most powerful. In the telling, the two of them were surrounded by walls...

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