ADMISSION AMBASSADORS

Connecting prospective families with the people who know Cheshire Academy best: our alumni

The Cheshire Academy Admission Ambassadors Program aims to create authentic, personal connections between prospective families and members of the CA communitypast and current parents and especially alumni. Admission Ambassadors help families see firsthand what makes Cheshire Academy special: the lifelong bonds, transformational opportunities, and vibrant, supportive community. 

How You Can Get Involved

Whether you live nearby or across the country, there are opportunities to contribute in ways that are meaningful and manageable for you. 

  • Writing personal notes to prospective families 
  • Participating in virtual Q&A sessions or events 
  • Attending travel receptions and events near you 
  • Hosting prospective families for casual meetups 
  • Sharing your story or a short “Why Cheshire?” testimonial 

 

There’s no ongoing commitment—just a chance to engage when and how you can. CA keeps a flexible list of alumni and family volunteers and will reach out with plenty of advance notice. Let us know what kinds of opportunities interest you by filling out this short form.   

Admission Ambassador Roles

Writing Welcome Cards (All year)

Craft thoughtful, personalized cards that introduce new students and families to the Cheshire community, celebrate their decision to join us, and offer a warm first touchpoint. These notes help set a positive tone and build early connections before students even arrive on campus.

Making Welcome Calls (Spring/Summer)

Reach out by phone to congratulate newly enrolled students, share key next steps, and offer reassurance as they prepare for the transition to Cheshire. These calls help families feel supported, informed, and comfortable asking questions early in the process.

Serving as a Welcome Family (Spring/Summer)

Build an ongoing relationship with an incoming family by checking in periodically, answering questions, and offering guidance from your own experience. Welcome Families play a key role in easing nerves, building trust, and helping new families feel like they already belong before school begins.

Identifying and Recommending Potential Students and Families (Fall/Winter)

Use your local connections, networks, and insights to identify and recommend students who would flourish at Cheshire. This grassroots support expands outreach and brings mission-aligned families into our pipeline.

Serving as Family Representatives at Fairs and Admissions Events (Fall)

Attend fairs, open houses, and community events as a representative of Cheshire Academy. Greet families, answer questions from an alum or parent/guardian perspective, and help convey the school’s culture, values, and student experience. Your presence strengthens authenticity and community connection.

Hosting Accepted Student Events (Spring)

Assist with or help host gatherings for accepted students by engaging families, sharing your experience, and creating a warm, encouraging atmosphere. Your involvement helps families feel confident and excited as they make their final enrollment decisions.

Sharing Your Story (All year)

Offer meaningful stories about your family’s journey, the impact of the school, and what makes Cheshire special. These personal testimonials—shared at events, in videos, or during conversations—help prospective families connect emotionally to the school.

Joining virtual meet-and-greets (All year)

Attend online sessions with prospective or admitted families to answer questions, share your perspective, and provide a welcoming, accessible presence. These virtual touchpoints help families who live far away or cannot visit feel included and supported throughout the admissions process.

LEARN MORE ABOUT CHESHIRE ACADEMY.

Use our admission brochure as a handy resource to learn more about Cheshire Academy and our offerings to confidently share the experience with prospective families and students as an Admission Ambassador!

Have Questions?

APPLICATION DEADLINES

APPLY BY FEBRUARY 1

Decision Day is March 10! Don’t miss out on your chance to start your journey at CHESHIRE ACADEMY.