Head of School
$150k - $180kThe Association of Colorado Independent Schools
ACIS accredits, supports, and advances the interests of Colorado independent schools. Head of School – The Colorado Spring School Position Summary TheHead of Schoolserves as the chief academic and strategic leader of The Colorado Springs School (CSS), responsible for advancing the school’s experiential educational mission, fostering a strong and vibrant school culture, and leading the academic and community life of the institution. Working in close partnership with theChief Business Officer, the Head of School ensures that the school’s academic programs, faculty leadership, enrollment strategy, and community engagement are aligned with the institution’s mission and strategic priorities. The Head of School focuses on academic leadership, institutional vision, and community engagement while working collaboratively with the Board of Trustees and Chief Business Officer to ensure that institutional goals are supported by responsible financial and operational planning. Leadership Structure and Reporting The Head of School reports directly to theBoard of Trusteesand serves as the primary educational leader of the institution. The Head of School is expected to work in close partnership with the Chief Business Officer, incorporating financial insight and operational considerations into institutional decision-making. Key Responsibilities Academic Leadership The Head of School is responsible for the overall leadership and excellence of the school’s academic programs. Setting and advancing the academic vision of the school Ensuring the quality and integrity of academic programs across all divisions Supporting curriculum development and instructional innovation Promoting a culture of experiential-based academic excellence and intellectual curiosity Ensuring alignment with accreditation standards and best practices in independent school education Faculty Leadership and Development The Head of School provides leadership for faculty recruitment, development, and evaluation. Hiring, mentoring, and evaluating faculty and academic leaders Supporting professional development and instructional excellence Promoting a collaborative and supportive faculty culture Ensuring appropriate staffing levels based on enrollment and program needs Working to maintain strong academic leadership across the school School Culture and Community Engagement The Head of School serves as the primary ambassador for the school and plays a central role in maintaining the strength of the school community. Fostering a positive and inclusive school culture Engaging actively with students, families, faculty, and alumni Representing the school within the broader community Supporting school traditions and community-building events Strengthening relationships with parents and stakeholders Enrollment Strategy and Institutional Advancement The Head of School works closely with the Director of Enrollment to support student recruitment and retention. Partnering with enrollment leadership to support recruitment and retention strategies Supporting admissions events and community outreach Strengthening the school’s reputation and visibility within the community Development and Fundraising The Head of School plays an important leadership role in advancing the school’s culture of philanthropy and supporting the financial sustainability of the institution. Working in partnership with theDirector of Development and advancement staff, the Head of School helps guide the school’s fundraising strategy and actively participates in development efforts. Supporting the planning and execution of theannual fundraising programin collaboration with development staff and the Board of Trustees. Engaging directly with current and prospective donors to cultivate relationships and secure philanthropic support for the school. Assisting in the solicitation ofmajor giftsthat support institutional priorities, including scholarships, program initiatives, and capital improvements. Partnering with development leadership and the Board to strengthen relationships with alumni, parents, and community supporters. Serving as a visible ambassador for the school, helping communicate the mission, vision, and impact of CSS in ways that inspire philanthropic support. Strategic Leadership The Head of School works with the Board of Trustees and leadership team to guide the long-term strategic direction of the school. Helping shape and implement the school’s strategic plan Supporting innovation in programming and student experience Identifying opportunities for growth and program development Ensuring that strategic initiatives align with the mission and values of the school Board Partnership The Head of School serves as the primary liaison between the administration and theBoard of Trustees. Providing regular reports to the Board on academic programs and school operations Supporting Board strategic planning and governance initiatives Collaborating with the Board on long-term institutional goals Maintaining transparent communication regarding institutional priorities and challenges Qualifications Preferred qualifications include: Advanced degree in education or related field Demonstrated leadership experience in independent schools or similar educational institutions Experience managing faculty and academic programs Strong communication and community leadership skills Experience working with boards of trustees and nonprofit governance structures Experience in development and fundraising Key Attributes Successful candidates will demonstrate: A deep commitment to the mission and values of experiential-based independent school education Strong leadership and interpersonal skills Strategic thinking and visionary leadership Ability to build trust and foster collaboration across the school community Commitment to transparency and institutional stewardship An ability to support enrollment growth and retention through community engagement and program alignment Collaborative leadership style with a demonstrated ability to work effectively with senior operational leaders Demonstrated ability to align institutional priorities with financial realities Impact of the Role The Head of School plays a central role in ensuring that the Colorado Springs School continues to provide an exceptional educational experience for its students. Through strong academic leadership and partnership with the Chief Business Officer and Board of Trustees, the Head of School will help guide the school toward a future that is both educationally excellent and financially sustainable. Salary Salary: $150,000 - $180,000 (with potential for incentive package) #J-18808-Ljbffr The Association of Colorado Independent Schools
- ...Head of School About the Company Well-established private school Industry Primary/Secondary Education Type Non Profit Founded 1930 Employees 51-200 About the Role The Company is in search of a Head of School with a strong entrepreneurial...Suggested
$325k - $400k
Fountain Valley School is pleased to partner with DRG to conduct this search. Read the full Opportunity Statement HERE. Background Based... ...who embrace the world with compassion and courage. The next head of school for FVS will be a dynamic leader who thrives on collaboration...SuggestedTemporary workLocal area$107.5k - $204.5k
Job ID: 01864736Posted: Posted 5 Days AgoStart Date: 2026-08-11Location: US-CO-COLORADO SPRINGS-985 NTB-CUST ~ 985 Space Center Dr ~ SPACE CTR, Ste I (External Site)Country: United States of AmericaTime Type: Full timeDate Posted:2026-08-11 Country:United States of America...SuggestedContract workTemporary workFor contractorsWork experience placementWork at officeRemote workRelocation packageFlexible hours$16.16 per hour
...Education Assistant Give children a head start! This position is set to start on September 14th Work Scheduled for 16-18 Hours... ...with child drop-off and pick-up times, meal and snack preparation, school bus monitoring, and providing staff break times. Pay Scale:...SuggestedWork experience placementSummer workWork at officeFlexible hours$22.06 - $23.16 per hour
...Location: Rampart High School Recruiting Start Date: 08/17/2026 This posting will be open at least five (5) days after the recruiting start date. Estimated Start Date: 08/24/2026 School Secretary performs clerical, secretarial, and administrative...SuggestedFull timeZero hours contractWork at officeFlexible hours- ...be provided a supportive team environment and we ensure an exceptional child care and educational program for the children in our school. Hope Montessori Academy’s educational program is cemented in Montessori philosophy and best educational practices. Across every...Full time
- ...Join a Growing Team. Help People Start New Careers. The CDL School is growing, and we're looking for energetic, organized, people-oriented professionals to join our Admissions team in Colorado Springs. We are a leading provider of commercial driver training in Eastern...Work at officeImmediate start
$17 - $20 per hour
...Office and computer literacy. MT license is required. ROP: $17-20 DOE \nCompany Description As one of the select few schools in Colorado accredited by the prestigious Commission on Massage Therapy Accreditation (COMTA), and one of the few in the country...$48k
...Secondary Mathematics Teacher (Grades 7-12) The Vanguard School | Colorado Springs, CO Salary: $48,000 per year, based on qualifications. Fair Labor Standards Act (FLSA) Status: Exempt Regular Full-Time Annual Days: 196 Start Date: September 14th, 2026...Full timeTemporary work- ...Position Type: Middle School Teaching/Mathematics Date Posted: 8/27/2026 Location: Carson Middle School Date Available: ASAP Closing Date: Until Filled Qualifications: 1. Bachelor's Degree from an accredited college or university. 2...Local areaImmediate startFlexible hours
$22.59 - $24.68 per hour
Job Description Job Description Description: Admissions Coordinator Colorado Springs CO Description Admissions Coordinator One Full-Time Position. 40 hours per week. Monday through Friday, Business Hours with on-call rotation. Shifts are based on program...Full timeWork at officeLocal areaMonday to FridayFlexible hoursRotating shift$22 - $25 per hour
Before & After School Site DirectorStratton Meadows School | District 2Leading Edge Before & After School Programs is seeking passionate, creative, and driven leaders to join our District 38 leadership team for the upcoming school year.Our Site Directors are more than...Hourly payFull time$22 - $25 per hour
After School Site Directors - District 11 Expansion ProgramsUpcoming School Year: 2026 -2027 Leading Edge Before & After School Programs is excited to continue growing across Colorado Springs! As part of our 2026-2027 school year expansion, we are opening 7 new programs...Hourly payPart timeDay shift$21 - $27 per hour
...Job Description Description: Now Hiring for the 2026-2027 School Year! Location: On-Site at School-Based Program - Mountain... ...hour, based on experience and region Position Overview The Head Coach serves as the leader of an after-school program site, creating...Part timeSummer workImmediate startMonday to FridayShift work- ...team. Our PromiseWe strive to make a meaningful impact on every child, their families, and the communities we serve. From infants to school-age students, our comprehensive, research-based curriculum supports holistic child development in a safe, nurturing, and engaging...Bi-weekly payDaily paidFull timeTemporary workPart time
$12 per hour
Are you a truly exceptional North American teacher, fuelled by the desire to ignite a passion for learning in those you teach? We invite you to embark on a rewarding journey of personal and professional growth while making a positive impact on students through the art ...Hourly payImmediate startRemote workWeekend work$42k - $55k
Job Description Job Description Pay Range: $42-55k/year (equiv: $20.19-$26.44/hr) The Lead Montessori Teacher is responsible for implementing the Montessori method to support the academic, social emotional growth and development of all children in their care. You...Summer holidayFlexible hours$16 - $18 per hour
...Dental insurance ~ Health insurance ~ Paid time off ~ Vision insurance Role: Preschool Pathways Teacher at Primrose School of Cottonwood Creek Calling All Passionate Individuals: Become an Early Childhood Preschool Pathways Teacher! Are you eager...Hourly payShift work- Benefits: Bonus based on performance Company parties Competitive salary Dental insurance Health insurance Paid time off Training & development Vision insurance Employee discounts Opportunity for advancement Once Upon a Childcare is looking...Monday to FridayWeekend work
- ...creativity and compassion in children—all while helping them develop a lifelong love of learning. As a Preschool Teacher at Primrose School of Stetson Hills, you’ll create a fun, safe environment with a daily schedule designed to develop children’s confidence and...
$16 - $17 per hour
...to make a difference in the lives of young children? Do you have a natural passion for nurturing and a love for learning? Primrose School of Cottonwood Creek wants YOU to join our team as a Early Preschool Teacher- no nights, no weekends! Position: Early Preschool Teacher...Hourly payShift work- Sittercity Incorporated in the United States is seeking a babysitter for a toddler. You will play, feed, and engage with our child while ensuring a safe environment. The start date is September 16th, but we can be flexible. We are located in Colorado Springs, Colorado....Flexible hours
$18 - $21 per hour
...of professional teaching experience (required)? Have an associate degree or higher in ECE or related degree (preferred) or High school diploma/GED (required)? If so, Apply Now to learn more about joining our friendly and supportive team. Preschool Teacher Benefits...Hourly payFlexible hours- ...all while helping them develop a lifelong love of learning. Working hours are 8:30-5:30 shift. As a Toddler Teacher at Primrose School of Stetson Hills, you’ll create a fun, safe environment for little ones who are constantly on the move. Through a daily schedule of...Flexible hoursShift work
- ...Training Coordinator keeps HSPPR's education and training programs running. This role schedules and participates in humane education school visits, coordinates staff and volunteer training, and serves as the content expert for HSPPR's operations training curriculum....Temporary workWork at officeRemote workAfternoon shiftEarly shift
$46.92k
...Description: Located in Hershey, PA, Milton Hershey School (MHS) is a top-notch home and school where over 2,200 pre-K through 12th grade students from disadvantaged backgrounds are provided an extraordinary, cost-free, career-focused education. This is made possible...Full timeWork from homeRelocationRelocation packageFlexible hoursWeekday work- ...Demonstrate experience with inbound call-taking. Minimum Qualifications Equivalent to completion of the twelfth grade (high school diploma or GED) Three (3) years of full-time, professional experience in a related field Preferred Qualifications The...Permanent employmentFull timeFor contractorsH1bWork at officeLocal areaRemote workRelocationVisa sponsorshipWork visaMonday to FridayShift work
$22 - $24 per hour
...This is a Full-time, temp to hire opportunity. Schedule: Monday-Friday 8:00am-4:30pm The ideal candidate will have: ~ High school diploma or equivalent required. ~ Associate degree preferred. ~1-2 years of administrative, office support, or clerical...Full timeTemporary workFor contractorsWork experience placementWork at officeImmediate startMonday to Friday$20 - $22 per hour
Job Full Description Part-Time Administrative Assistant Location: Colorado Springs, CO Schedule: Tuesday-Thursday | 8:00 AM-5:00 PM Pay: $20.00-$22.00/hour Hours: Approximately 24 hours per week Employment Type: Long-Term, Ongoing Assignment...Full timeTemporary workPart timeCasual workWork at officeLocal area$20 - $25 per hour
Administrative Assistant - Real Estate Administrative Assistant for a Real Estate company located in Colorado Springs. Hours: Day Shift – 40 hours a week. Pay: $20-25/hour. In this role, you will be an integral part of daily office operations and the overall client ...Contract workWork at officeLocal areaDay shift
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