Director of Student Enrichment: The Colorado Springs School

Position Summary

The Colorado Springs School (CSS) seeks a dynamic, innovative, and collaborative Director of

Student Enrichment. This 12-month position leads three key areas:

• A traditional Athletic’s portfolio, with vision and leadership for all JK–12 athletics

• Auxiliary Programming that expands and energizes the school’s unique offerings

• Design and launch of CSS’s inaugural Homeschool Enrichment Program, including

program development, logistics, and cross-department collaboration

This role is ideal for a creative problem-solver who can build enthusiasm around distinctive

athletic and enrichment experiences, strengthen community connections, and manage complex

programs with clarity and care.

Key Responsibilities

1. Athletics Leadership

• Provide vision, leadership, and day-to-day oversight for all interscholastic and intramural

athletic programs

• Recruit, hire, supervise, and evaluate coaches; foster a positive, student-centered athletic culture

• Develop athletic schedules, coordinate facilities and transportation, and manage

game/event operations

• Ensure alignment of athletics with the school’s mission, core values, and academic

program

• Oversee league and CHSAA compliance, eligibility, sportsmanship standards, and risk

management

• Partner with communications and advancement to highlight student-athletes and promote CSS athletics

2. Auxiliary Programming and Innovation

• Design and oversee mission-aligned auxiliary programs (e.g., camps, clinics, clubs,

weekend/evening offerings, facility rentals) that showcase CSS’s distinctive strengths

• Identify and launch unique athletic and co-curricular offerings that attract new families

and deepen engagement among current students

• Build and maintain community partnerships to expand programming, facilities use, and

brand visibility

• Collaborate with business and operations staff on budgeting, pricing, contracts, and

revenue goals

• Use data and feedback to refine programs and pilot creative new initiatives each year

3. Homeschool Enrichment Program Development

• Lead the creation and launch of CSS’s inaugural Homeschool Enrichment Program from

the ground up

• Design program structure, schedule, course offerings, and student experience in

alignment with CSS’s philosophy

• Coordinate logistics including space use, staffing, calendar alignment, and daily

operations

• Collaborate with admissions, communications, and business office to market the

program, manage inquiries, support enrollment, and track retention

• Serve as primary point of contact for homeschool families; manage caseloads,

communication, and ongoing support

• Monitor program quality, gather feedback, and adjust curriculum and operations to ensure high satisfaction and strong outcomes 

Desired Qualifications

• Bachelor’s degree required; master’s degree in education, educational leadership, sport

administration, or related field preferred

• Previous experience as an Athletic Director, assistant AD, or in significant athletic

program leadership

• Demonstrated success designing or managing auxiliary, after-school, camp, or

enrichment programs

• Experience building programs from concept to implementation (e.g., new initiatives,

schools, or divisions)

• Strong organizational skills with the ability to manage multiple programs, calendars, and

constituencies

• Excellent communicator who can partner effectively with faculty, staff, families, and

community organizations

• Proven track record as a creative problem solver who enjoys innovation and building

momentum around new ideas

• Commitment to the mission, values, and educational philosophy of The Colorado Springs School 

Personal Attributes

• Entrepreneurial mindset with the ability to build something new while managing existing

programs

• Relational leadership style; enjoys being visible at events and connecting with students

and families

• High level of integrity, professionalism, and follow-through

• Enthusiasm for student development, athletics, and experiential education

Salary Range: $68,000–$72,000

To apply, please submit a cover letter, resume, and references to [email protected]