#TheOG50: The one with Sarah Sooklal

We recently sat down with Sarah, who is the Director of Community Engagement at Cannon School, as she took us through why relationship-building is key to long-term success in Advancement.

Summary

• Cultivate true belonging, not just events: Shift your focus from merely organizing activities to intentionally creating spaces where every constituent feels seen and valued, which is key for deeper alumni and parent engagement.

• Reignite connections with early champions: Make a concerted effort to reconnect with your institution's foundational alumni, ensuring they feel remembered and integrated into your current story, which can revitalize long-term donor participation.

• Innovate parent engagement strategies: Adapt to changing family dynamics by making involvement more accessible and flexible, prioritizing their genuine connection to the school over just their time or financial contributions.

• Understand the ripple effect of engagement: Recognize that strong alumni and parent involvement directly enhances student experiences and supports faculty, building a connected community ecosystem that benefits the entire institution.

• Prioritize human connection over technology: While tools like AI can be helpful, always remember that genuine relationship-building through personal touches and heartfelt communication is irreplaceable for cultivating lasting loyalty and support.

AB50C will soon be closing for nominations - get nominated today, and become a champion like Sarah!

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"We're not just building events. We're building belonging."

—Sarah Sooklal, Director of Community Engagement, Cannon School

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At Cannon School, Sarah Sooklal does more than plan events. She builds bridges. As the Director of Community Engagement, Sarah’s work spans alumni relations, parent engagement, volunteer coordination, and community programming - all wrapped in a passion for creating spaces where everyone feels seen and valued.

With a relatively small but mighty advancement team and a young alumni base just crossing the 2,000 mark, Sarah brings energy and empathy to every part of her work, embodying what community-building truly means in a school setting.

Sarah posing with her AB50C 2023 trophy (formerly 50U50)

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Rekindling relationships with the earliest champions

One of Sarah’s proudest accomplishments is reconnecting with Cannon’s earliest alumni; the foundational classes who helped shape the school’s identity.

“I never want them to feel forgotten. Their support is what got us here.”

Through intentional outreach and genuine relationship-building, Sarah has made these alumni feel seen, valued, and most importantly, part of the current story. It’s not just stewardship; it’s restoration.

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Expanding the circle through parent engagement

With shifts in family dynamics and time availability, parent engagement has evolved. Sarah is leading the charge in redefining what that looks like - coordinating volunteer opportunities, reimagining participation, and making sure all parents, regardless of how much time they can give, feel part of the school community.

“We’re asking how we can bring people back into the fold—not just for their time or their money, but for their heart.”

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Building systems that support the whole school

Sarah doesn’t view engagement in a silo. To her, stronger alumni and parent involvement directly enhances the student experience, and that ripple effect fuels her motivation daily.

“When our alumni or parents are more involved, our teachers are better supported. Our students are better supported. It’s all connected.”

From supporting teachers to creating confidence for incoming families, Sarah’s work is rooted in building a community ecosystem that nurtures everyone.

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What’s next for Sarah and Cannon School?

Looking forward, Sarah is focused on deepening parent engagement - especially as two-parent working households and post-COVID realities shift how families interact with schools. Her vision is to make involvement more accessible, flexible, and rewarding.

We asked Sarah a few fun questions during our rapid-fire round

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And while technology (including AI) plays a supporting role in her work, Sarah is clear on one thing: human connection is irreplaceable.

“AI is a great tool, but it can’t replace remembering something personal or writing a thank-you note.”

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Sarah's official AB50C Trading Card

Inspired by Sarah’s story?

Connect with her on LinkedIn and don’t forget to nominate the next advancement trailblazer for the #TheOG50!

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