Building a Legacy

Enchantment, growth, & community

Building a Legacy

Help Build a Legacy

Be part of a lasting legacy as we approach
50 years of Circle School magic.

As we approach our 50th anniversary in 2034 and embark on a generational leadership transition, The Circle School Board of Trustees has set a goal to build a $1 Million endowment over the next ten(ish) years. 

Your gift to the Legacy Fund amplifies the transformative power of democratic education — and sets the stage for a whoppingly good 50th birthday present.

Scroll down to read more, or click here to go straight to the giving form!

The Goal

$1 Million by 2034
(just in time for the school’s 50th birthday!)

Our generous financial aid program is the backbone of The Circle School’s thriving and diverse community — but it leaves a significant operating gap every year. Circle School Trustees have identified that closing this gap in a permanent way is one of the most important things we can do to ensure the school’s long-term impact. Earnings from the Legacy Fund’s $1 Million endowment will provide:

  • Financial stability in times of economic uncertainty.
  • Predictable, ongoing support for programs, staff, and financial aid.
  • A foundation that empowers The Circle School to thrive for generations.

Our commitment to stewardship is as strong as our commitment to community. Learn more about how the Legacy Fund will be managed by the Board of Trustees.

Your Role

Ten years ago, we came together as a community to turn a dream into reality: the Meadow Campus. Through pledges of all sizes, paid over time, we demonstrated the power of shared commitment. Today, the Meadow Campus stands as a symbol of what we can achieve together.

Now, we’re asking you to help write the next chapter in The Circle School’s story. The Legacy Fund — a $1 million endowment built through monthly giving — will sustain our transformative approach to education by ensuring financial stability and accessibility. Your participation — whether it’s $10, $50, or $100 a month — joins with others to create something extraordinary.

Just as the Meadow Campus reshaped our physical space, the Legacy Fund will strengthen our financial foundation for generations to come. By contributing to the Legacy Fund, you’re planting the seeds for The Circle School’s thriving future.

For over 40 years, The Circle School has been a beacon of democratic education, nurturing creativity, fostering belonging, and inspiring growth.

As we prepare for a historic leadership transition and approach our 50th anniversary, your support is more vital than ever.

Join the Circle of Giving

Be part of shaping The Circle School’s future by contributing to the Legacy Fund. Your monthly gift — big or small — helps build a $1 million endowment that will secure financial stability, accessible education, and the sustainability of our innovative approach to education. Choose your preferred payment method and set up your monthly contribution below. Together, we’re going to give the school a 50th birthday gift to take it into its next 50 years!