Position Title: Director of Enrollment Management
School: Cold Spring School
Location: New Haven, CT
Start Date: June 1, 2025
Type: Full Time, 40 hour/week, 12-month position
Category: Administration
Preferred Experience: 2–5 years
Education Requirement: Bachelor’s degree (advanced degree preferred)

Salary $65,000-75,000

Position Summary

Cold Spring School seeks a strategic and relationship-focused Director of Enrollment Management to lead the school’s admissions, enrollment, and retention efforts. This key leadership role is ideal for someone who is passionate about progressive education and excited to share the Cold Spring story with prospective families. The Director of Enrollment Management will oversee a mission-aligned enrollment strategy, from first inquiry through re-enrollment, ensuring a warm, inclusive, and informative experience for families.

This is an exciting moment in the life of Cold Spring School. With the arrival of a new School Director in their inaugural year, the community is energized and poised to reinvigorate its mission and progressive stance. The Director of Enrollment Management will play a vital role in shaping this next chapter—bringing a fresh perspective and a creative approach to enrollment and marketing. This role offers significant opportunities to reimagine how we share our story, connect with families, and grow a vibrant, diverse, and mission-aligned community rooted in joyful learning.

As the first point of contact for many families, the Director of Enrollment Management will be a visible, thoughtful ambassador for the school and a collaborative partner in building the future of Cold Spring School.

Key Responsibilities

• Design and lead the school’s strategic enrollment and marketing plan
  
  

• Build and maintain strong relationships with prospective families and community partners
  
  

• Coordinate tours, events, and outreach that authentically reflect the CSS mission
  
  

• Oversee the full admissions process, including applicant visits and decision-making
  
  

• Lead re-enrollment strategies and collaborate with the communications team
  
  

• Manage the financial aid process with clarity and equity
  
  

• Partner with the Director and leadership team to support institutional goals
  
  

• Serve as Chair of the Admissions Review and Financial Aid Committees
  
  

Qualifications

• Bachelor’s degree in education, communications, or a related field; master’s preferred
  
  

• 2–5 years of experience in school admissions, enrollment, or a similar role
  
  

• Excellent interpersonal and communication skills
  
  

• Strong organizational and project management ability
  
  

• Data fluency and experience with CRM or admissions platforms
  
  

• Warm, welcoming presence with a passion for child-centered education
  
  

• Demonstrated commitment to diversity, equity, and inclusion
  
  

• Enthusiastic ambassador for progressive education and Cold Spring’s mission
  
  

To Apply

Interested candidates should submit a cover letter, resume, and references to Annie Ladd-Smith (aladd-smith@coldspringschool.org). Applications will be reviewed as they are received.

Qualifications

• Bachelor’s degree in education, communications, or a related field; master’s preferred
  
  

• 2–5 years of experience in school admissions, enrollment, or a similar role
  
  

• Excellent interpersonal and communication skills
  
  

• Strong organizational and project management ability
  
  

• Data fluency and experience with CRM or admissions platforms
  
  

• Warm, welcoming presence with a passion for child-centered education
  
  

• Demonstrated commitment to diversity, equity, and inclusion
  
  

• Enthusiastic ambassador for progressive education and Cold Spring’s mission
  
  

About Cold Spring School

Visit www.coldspringschool.org Cold Spring School is a progressive, independent school that welcomes children from diverse backgrounds in multi-grade classrooms from preschool to sixth grade. Small by design, Cold Spring serves about 145 students. Children’s voices are heard and are integral in the process of learning, and a balance of collaboration and independence is intentionally fostered. Teachers create vibrant learning environments where discovery, engagement, and kindness are valued. Cold Spring School, located in New Haven, is accredited by the Connecticut Association of Independent Schools and is a member of the National Association of Independent Schools.

Connections working at Cold Spring School