Confidence starts here

Phoebe had never rowed before coming to Rumsey. Encouraged by her coaches, she embraced the challenge, put in the work, and earned a spot on the Varsity crew team in less than two months. Sometimes, discovering what you're capable of begins with the chance to try.

TRYING SOMETHING NEW

“I was able to do that in less than two months, and I got onto Varsity. I'm so proud of myself.”

PHOEBE ’27

When Ripley was a kindergartener, the ninth graders seemed larger than life. He admired them, looked up to them, and hoped one day he'd be just like them. Ten years later, he'd become the person he once needed someone else to be: a familiar face, a helping hand, and someone younger students knew they could count on.

FROM LOOKING UP TO LEADING

“I'm happy that I'm a person that other students, especially the younger ones, can come talk to.”

RIPLEY ’26 (Now at Berkshire School)

Anna didn't have to choose the harder classes. She wanted to. Taking Honors courses in biology, English, and mathematics, she embraced the challenge of exploring unfamiliar ideas and pushing beyond what she already knew. For Anna, the reward was in both learning and discovering how much she could challenge herself.

THE COURAGE TO BE CHALLENGED

“I wanted to take Honors because it's a really good way to challenge myself, especially to let me step out of my comfort zone and to try new things.”

ANNA ’26 (Now at Blair Academy)

Some of the most important lessons happen outside the classroom. At Rumsey, Fiona learned to navigate friendships with empathy, work through disagreements, and understand the power of forgiveness. For her parents, watching her grow into a thoughtful, self-assured young woman has been one of the greatest gifts of her Rumsey experience.

THE LESSONS THAT LAST

“The best life skills I could ever ask for my daughter are problem resolution, conflict resolution, forgiveness.”

ADAM & CHRISTINA BERGER, P’26 (Fiona ’26 Now at Brooks School)

Be somebody's beginning

As our most important source of philanthropic support, our Annual Fund fuels the people, programs, and opportunities that help students grow—academically, artistically, athletically, socially, and as young leaders.

Every gift directly supports the faculty who guide them, the spaces where they learn, and the moments that shape who they become.

Raised so far

$376,789

$0 Goal: $1M

Parent participation

8%

0% 100%

Give today

Leadership Giving Levels

The Red & The Blue

Up to $249

The Effort List

$250 - $499

The Echo Club

$500 - $999

The 1900 Society

$1,000 - $2,999

Sanford Society

$3,000 - $4,999

The Shepaug Club

$5,000 - $9,999

The Bantam Club

$10,000 - $19,999

Leadership Council

$20,000 - $29,999

Founders' Circle

$30,000 - $49,999

Honoring donors who provide foundational support to our future.

Head of School's Council

$50,000 - $99,999

Recognizing exceptional generosity and a lasting investment in Rumsey’s success.

Centurion Society

$100,000+

Celebrating transformational leadership and the boldest supporters of Rumsey’s mission.

Other Ways to Give

Checks or Wire Transfer

Venmo

Credit or Debit Card

Appreciated Securities

Matching Gifts

Planned Giving