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Flash Five Campaign

At The Colorado Springs School, every connection matters. Flash Five is a five-week celebration of the communities that strengthen our school and shape our future. Together, alumni, faculty/staff, families, grandparents, and friends will rally around a shared goal of $750,000, supporting CSS in its transformative educational experiences for generations to come.

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Week 1: Alumni

September 21st - 27th

Read Alumni Features below.

Madeline O.
Kaylin P.
Coltin B.
Sarah M.
Meia A.
Autumn C.

Madeline O.

For Madeline, 13 years at CSS meant more than an education. They shaped a life centered on connecting with people and communities beyond her own.

A naturally cerebral kid who found school life harder than schoolwork, Madeline credits CSS’s emphasis on service and real-world problem-solving with helping her grow beyond the classroom. Through volunteering, summer mentoring with what is now Full Steam Ahead, and ECS trips, she learned to look outward.

“CSS taught me to think outside of myself,” she says. “I learned how to be a global citizen, not a tourist.”

She also remembers band director Mr. Moorhead, known to students as “Mr. Mo,” as a teacher who made a lasting impact. Trumpet felt “like speaking a new language” when she began in fifth grade, but with his encouragement, she went from beginner to first chair within a few semesters. More importantly, their friendship has continued long after graduation.

Walkabout in eighth grade also stayed with her. Along the trail, students earned beads to mark milestones on their way to Upper School. Madeline still carries the lesson behind the rainbow bead Mr. B gave her: “You can’t fill from an empty cup.” It was an early lesson in boundaries, one that helped guide her into adulthood.

Her junior-year ECS trip to Peru changed her trajectory. Machu Picchu and Cusco were unforgettable, but the most meaningful part of the trip was staying with a host family near Pisac. They welcomed her warmly, shared their traditions and stories, and spent the final night looking through a family photo album together.

“That moment of connection meant more to me than the whole trip combined,” she says.

Madeline graduated Summa Cum Laude from the University of Arizona with a degree in Film and Television. She then spent four years in New York working in post-production at Irving Harvey, earning credits on films screened at Sundance, Tribeca, and SXSW.

In 2024, she moved into associate producing with Athena Global Advisors in Philadelphia, supporting Comcast’s internal creative agency. Her work included Comcast Live with Team USA at the 2024 Paris Olympics and Paralympics. This year, she joined Athena’s Events and Experiences team as a Production Coordinator, supporting projects such as the DNC Selection Committee’s Philadelphia site visit.

Outside of work, Madeline serves on the Advisory Board for More Than Bootstraps, a nonprofit that supports first-generation college students. She also co-moderates a monthly Horror Book Club at her local bookstore, Inkwood.

Her advice for current CSS students is simple: “Talk about what you want to do in your future to anyone who is willing to listen. You never know who knows who and what connections may arise.”

Thank you for your continued support of CSS, Madeline! — "Once a Kodiak, Always a Kodiak"

Kaylin P.

For Kaylin, CSS was about more than academics. It was where she learned how to tackle problems head on and collaborate in a team environment, skills she has carried with her ever since.

She remembers Spanish teacher Marta Kunze as the educator who made a lasting impression. Kaylin especially appreciated the way Ms. Kunze brought real-world applications of the language into the classroom, including leading Kaylin’s ECS trip to Granada, Spain with unmistakable passion for her work.

Mountain Caravan, the tradition that kicks off each school year, has stayed with her, too. But it was her 2019 ECS trip to Madagascar that changed her trajectory. Traveling across the world to learn about rainforest conservation was, she says, life-changing and sparked her interest in working abroad in the future.

Kaylin has since graduated with a bachelor’s degree in Psychology and is currently pursuing a Master of Business Administration. She credits CSS’s hands-on education with preparing students to become involved, passionate adults, ready for college and beyond.

Thank you for your continued support of CSS, Kaylin! — "Once a Kodiak, Always a Kodiak"

Coltin B.

For Coltin, 13 years at CSS was where he learned to dive into community and never turn down a “rad” opportunity, a philosophy that has carried him from Colorado Springs classrooms to the open water and beyond.

Coltin points to Mr. Takacs as the teacher who made the biggest impact on him. Mr. Takacs was there through the struggles of freshman year, every injury, and the moment Coltin committed to college.

One tradition he has held onto is simply showing up. Whether at CSS or now in college, Coltin and his friends still put on eye black and bring their full school spirit to every home game they can attend.

The opportunity that changed the course of his life was sailing in the U.S. Virgin Islands. The experience led him back to the same boat as a teacher during the summer after he graduated. After graduating and working aboard the Denis Sullivan, Coltin headed to Wofford College, where he studies Astrophysics and plays lacrosse for the Wofford Terriers.

He says the CSS community still matters because the same supportive staff who helped him get where he is today are still there, guiding other students through similar journeys.

Thank you for your continued support of CSS, Coltin! — "Once a Kodiak, Always a Kodiak"

Sarah M.

More than four decades after walking the halls of CSS, Sarah still carries the lessons she learned there. Chief among them are the ability to understand the many sides of an ideology and the confidence to focus on her strengths and enjoy them. It is a perspective that has served her well throughout a career spanning continents and industries.

Two teachers left a lasting mark. John Pitman, she recalls with gratitude, provided the kind of intervention that can quietly redirect a young life. Ava Heinrichsdorff taught with a joy that stayed with Sarah long after graduation, reminding her that education is as much about spirit as it is about substance.

Some memories are as sensory as they are academic. Sarah still thinks of Anglican hymns and knee socks as traditions that have stayed with her, small but vivid details of a CSS childhood that have endured for decades.

Theater and the study of African history changed the trajectory of her life. Those early explorations of performance and a world beyond her own opened doors and broadened her sense of what was possible, setting her on a path that would eventually take her across the Atlantic.

Today, Sarah is a board professional in Sweden and has lent her expertise to organizations including Thule, Klarna, the Karolinska Institute, and Government Pension Funds. Her career reflects the same curiosity and rigor that CSS first cultivated in her.

For Sarah, the CSS community still matters for a simple but powerful reason: it can help make a constructive, curious adult out of each child. It is a mission she has seen play out in her own life and one she believes continues to shape generations of Kodiaks.

Thank you for your continued support of CSS, Sarah! — "Once a Kodiak, Always a Kodiak"

Meia A.

For Meia, CSS offered a powerful understanding of how people are shaped by the environments and communities around them. Learning to be intentional about where she invested her time and energy, she says, helped her better understand who she wanted to become.

Dr. Wells was especially influential in that process. Meia remembers him as a teacher who encouraged and supported her, always meeting students with empathy. “More than a mentor,” Meia says, Dr. Wells is someone she feels deeply grateful to have had as a teacher.

Theater was the opportunity that most changed her trajectory. Auditioning and joining the theater community encouraged Meia to put herself “out there,” build confidence, and embrace a growing love for musicals. She also came to appreciate the energy of creating something together as part of a cast and crew.

Meia is now attending Vassar College in Poughkeepsie, New York.

For Meia, the CSS community remains meaningful because it is important to remember the place that helped educate and shape you, as well as the friendships and experiences built there over the years. She believes continuing to support CSS matters because there will always be students coming after us. Having already walked part of the path, alumni can help make the way a little clearer for those who follow.

Thank you for your continued support of CSS, Meia! — "Once a Kodiak, Always a Kodiak"

Autumn C.

Week 2: Faculty & Staff

Week 3: Current Families

Week 4: Past Parents & Grandparents

Week 5: Community Members


Click the Logo to Make an IMPACT.

We're excited to announce that a generous anonymous donor has made an extraordinary commitment: a $750,000 matching gift that gives our community the opportunity to raise $1.5 million together.

Every dollar you give to any program is matched dollar-for-dollar. Every gift matters, and everyone who steps up brings us closer to securing the future of this school we all love.

The impact is immediate and meaningful: A $5,000 gift becomes $10,000. A $25,000 gift becomes $50,000. A $50,000 gift becomes $100,000.

For generations, The Colorado Springs School has been powered by its community of students, educators, parents, alumni, and friends. This campaign is a chance to strengthen our future. Your gift is an investment in the people and community that make CSS exceptional. Give today, and let's make an impact together!