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Ollie2026-06-22 00:32:102026-06-22 22:16:18Flashback 2006 – OGS Wins Golden Carrot Awardby Jodi Grass, Head of School
As we brought another school year to a close, one moment invited us to linger a little longer. Amid the applause, embraces, photographs, and joyful celebration, there exists a quieter, more contemplative moment when our seniors’ Oak Grove education is complete. This moment offers us an invitation to reflect on what it means to accompany a young person to the threshold of adulthood, and then, with equal measures of attention and tenderness, to let them go.
As I listened to the members of the Class of 2026 and reflected on my own relationship with each of them, I was reminded that the deepest outcomes of an education are often the least measurable. They leave Oak Grove carrying compassion, courage, curiosity, creativity, resilience, humor, sincerity, and a growing confidence in themselves. Each steps into the world in their own unique way, yet all have cultivated the capacity to observe deeply, question thoughtfully, and meet life with openness.
In a world that urges young people to move quickly, brand themselves clearly, defend fixed identities, and measure their worth through productivity or visibility, we ask something far more demanding of them: to remain awake. To see clearly. To question deeply. To resist the comfort of easy answers and the pressure to become something before they have truly understood who they are.
We ask them to protect their capacity for wonder, stay curious about those whose lives and experiences differ from their own, and to remember that knowledge is not wisdom, success without meaning is empty, and attention, given fully and without agenda, may be one of the deepest expressions of love.
As we celebrate the Class of 2026, we are reminded that education is ultimately an act of trust. It is a belief that when young people are met with care, challenged with integrity, and given space to inquire deeply, they will carry those experiences into the wider world in ways we cannot fully predict.
To the graduates: Oak Grove will always be part of your story, and in ways seen and unseen, Oak Grove is a part of you.
To our donors and friends, thank you for walking alongside them, thank you for making this journey possible. Your generosity creates the conditions for this kind of education to flourish. You make possible a learning environment where young people are encouraged not only to delve deeply into the world of knowledge, but to understand themselves, see clearly their responsibility for others, and engage thoughtfully with the world they are inheriting.



