Headmaster’s Club

Headmasters Club

Headmaster's Club members have an immediate impact on Chesterton Academy with their extraordinary generosity.

Inspirational giving

The generosity of Headmaster's Club members enables Chesterton to serve its mission of providing a "joyfully Catholic, classical high school education that is affordable to all families." Their philanthropic investment meets an immediate budgetary need, inspires others to give financially and provides essential funding for the people and programming that bring it all to life.

The Headmaster's Club is open to anyone who has given at least $25,000 to Chesterton Academy. Members may join at any of four commitment levels: Bronze, Silver, Gold. Current members may upgrade their levels of membership once the previous pledge level is completed. As a member, you can have a real impact.


A strategic investment

Since 2008, generous donors have modeled leadership in supporting Chesterton Academy’s students and its unrelenting standards of academic excellence and affordability. Members of The Headmaster's Club include admirers of G.K. Chesterton, alumni, parents of current and past students, friends, businesses, and private and corporate foundations.

Your major gift allows the school's leadership to plan for a bold and exciting future as a Catholic Campus, unlike any other school in the region.

How it works

We invite you to consider joining The Headmaster's Club, a special society open to anyone who has given $25,000 or more to the Academy. Gifts can be given outright or monthly. 

Memberships are fluid; members may join at the Bronze level and, over time, increase their commitment to a higher level. Memberships are offered based upon one’s gift or pledged commitment to provide a particular level of support. Memberships are awarded at the time that a commitment is pledged or a gift is given. Matching gifts from a member’s past or present employer qualify.

Once a member of the Headmaster's Club, a brief annual meeting with the Director of Major Gifts will make sure your investment touches as many lives and souls as possible.

Joining is quick and easy, and it begins with simply making a gift.

Membership Levels

Membership levels are cumulative. Members may join at any of these levels:

Bronze Level

$25,000-$49,999, pledged, given outright, or given cumulatively

Silver Level

$50,000-$99,999, pledged, given outright, or given cumulatively

Gold Level

$100,000-$199,999, pledged, given outright, or given cumulatively
*Company matching gifts count toward pledges

Founders' Club

$200,000 or more, pledged, given outright, or given cumulatively. Learn more about the Founders' Club here.

Planned Gifts

A trusted financial advisor could find the best way to grow your wealth while reducing or eliminating capital gains taxes – all while helping the Chesterton Academy.

Planned Gifts include, but are not limited to, charitable gift annuities, charitable remainder unitrusts, life estates, and pooled income funds.

Bequests made in a donor’s will, revocable trust, or irrevocable trust, as well as beneficiary designations made on an account, annuity, or insurance policy will qualify at the appropriate level.

Benefits of membership:

Members become part of a special circle of friends who share a regard for learning, faith, character, and joy—the purposes Chesterton exists to serve. Additionally, Headmaster's Club members receive benefits like:

  • Exclusive Chesterton music, student essays, and student art
  • The first invitations to events
  • Gratitude wine tastings and social hours
  • Honored guests at the annual Gala and Commencement.
  • Reserved seating at Commencement and school plays.
  • Featured on campus displays (coming soon!)

Ways to Give

Thank you for your generosity! Whether you are interested in supporting Chesterton's Direct Operations or in designating your gift, there are multiple ways to support Chesterton Academy. Please contact us if you have any questions about the options below, or if you would like to speak with one of our helpful Advancement representatives, Tyler Blanski (tblanski@chestertonacademy.org) or Christopher Olley (colley@chestertonacademy.org).

Credit Card

Please use our secure online form or call (952) 378-1779. We accept Visa, MasterCard, Discover, American Express, and PayPal.

U.S. Mail

Make your personal or business check or money order payable to Chesterton Academy, and mail it to:

attn: Institutional Advancement
Chesterton Academy
1320 Mainstreet
Hopkins, MN 55343

If you use a Chesterton Academy business-reply envelope, please affix first-class postage for faster processing by the Post Office.

Memorial Gifts

If you wish to honor the memory of a family member or friend by making a contribution to Chesterton Academy, please write us at the above address and include the name of the individual you are honoring. Please state the designation of the gift if you wish. We will contact the family to let them know a donation has been made.

Year-End Giving

Contributions are deductible in the year they are made, so be sure to make your gift by December 31.

Mailed checks must be post-marked on or before December 31. If you use a Chesterton Academy business-reply envelope, it will help to add the appropriate postage for faster processing by the Post Office.

Credit Card gifts must be charged before midnight December 31. If you mail in a credit card contribution, be sure to send it well in advance of December 31.

Online Giving

Use our online donation form as a secure and convenient way to support Chesterton.

Real Estate

We can assist you with a donation of a personal residence, farm, vacation home, commercial property, or other real estate, which can provide you with tax savings and other benefits. Contact us to learn more.


Pledges (extending from a few months to two years) can be made in writing and mailed to:

attn: Institutional Advancement
Chesterton Academy
1320 Mainstreet
Hopkins, MN 55343

Please print clearly and in full your name, mailing address, and telephone number. State the full amount of the pledge, your payment schedule, and the amount and date of each pledge payment. You may designate your pledge to direct operations or to a specific program. We will send you an invoice.

Donor Privacy Policy

Chesterton Academy values our donors’ privacy. We will not sell a donor’s personal information to anyone else, nor send donor mailings on behalf of other organizations.

We will only share personal information if the donor has given the Academy specific permission to do so. Any credit card information a donor provides for online donation transactions is immediately encrypted and used only for that transaction.

Strength in numbers

Chesterton Academy is a place where time-tested truths are taught and the Catholic faith is treasured. Such a strong stance on education requires an enthusiastic and generous network of donors like you. Thank you for your support of our mission to promote faith, liberty, and beauty.

Tyler Headshot

Schedule a Meeting

Have questions or ideas? We'd love to make a connection!

To schedule a meeting with Tyler Blanski, our Director of Major Gifts (whether you'd like to meet on Zoom, get coffee, tour the school, or experience daily Mass), just schedule a time on Tyler's calendar below or email tblanski@chestertonacademy.org.

$200,000 - $1 Million+, pledged, given outright, or cumulatively

The Founders' Club honors individuals and foundations who have given generously to Chesterton Academy reaching an accumulative donation of $200,000 or more. Through a series of major gifts, Gala sponsorship, grants and estate planning, a Founders' Club member plays a pivotal role in the school's long-term fiscal sustainability.

Current members may upgrade their levels of membership once the previous pledge level is completed.

Pray for us. Visit us. Support us.

Thank you for supporting Chesterton Academy. We are grateful for your love and care for this school. Consistent financial support results in a more effective use of your contributions, ultimately allowing us to bring a joyful, Catholic education to more families than ever before.

All donations go directly to support and enable the academic and evangelical work of Chesterton Academy, a 501(c)(3) nonprofit organization.

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