School Success Manager, Chesterton Schools NetworkSociety of Gilbert Keith Chesterton

Are you running at the pace of an energetic start-up? The Chesterton Schools Network (CSN) is seeking a School Success Manager to help our current schools thrive and help drive growth in new schools. The School Success Manager supports the operational and educational success of their assigned portfolio of member schools. The CSN is an educational initiative of the Society of G.K. Chesterton.

As growth accelerates across the Chesterton Society and the Chesterton Schools Network, we are seeking talented individuals who are energized by our growth and want their work to help shape the future of Catholic, classical education. Devote working time to the mission of evangelization that is the Society of G. K. Chesterton, including daily prayer and personal advancement of those particularly Chestertonian virtues of charity, joy, learning and continuous conversion. We invite you to explore new ground with our School Success Manager opportunity.

Hiring Timeline

We will be accepting resumes through August 14th. Promising candidates will be interviewed on a rolling basis.

Apostolic Identity

• Help ensure all aspects of member school support and convey an authentic Catholic identity and our vibrant charism for evangelization through education.

• Exhibit faithfulness to the Magisterium of the Church in accord with our canonical status as a private association of the Christian faithful.

• Personally exercise and encourage in others an imitation of Christ in the model of G.K. Chesterton’s joy and spirituality.

School Support

• Collaborate with schools to ensure effective implementation of Network Standards of Excellence and the accreditation and continuous improvement process

• Provide ongoing support for day-to-day challenges of individual schools by addressing questions and providing resources

• Respond promptly and effectively to larger issues raised by schools

Communication and Collaboration

• Build rapport with assigned schools

• Collaborate with other School Success Managers to ensure the development and use of best practices

• Establish and maintain effective communication channels to keep schools informed of latest Network updates, training and resources and the Network informed of school status and progress

• Collaborate with Operational Deans, Academic Deans, the Academic Team and Network Leadership as required to support schools 

Training

• Facilitate and coordinate training sessions for schools including cadence calls, cohort calls, Discovery Days and the CSN Summit

• Identify training and professional development needs at the schools

Data Monitoring and Reporting

• Monitor and report on school-level data related to implementation of the Standards of Excellence

• Assist in the preparation of reports for the Network 

• Identify emerging needs of individual schools and trends across the Network

Learning and Education

Gain in-depth knowledge of all phases of the school lifecycle (from inquiry through development to operational status) including:

• Chesterton Cadence process

• Network Standards of Excellence, Accreditation and Continuous Improvement program and supporting resources

• Chesterton Schools Network integrated curriculum 

• Technology solutions (CRM, LMS, accreditation tracking)

Travel & Conferences

• Assist in planning and executing SEEK attendance, Discovery Days, Pilgrimage to Italy, and the CSN Summit

• Travel to conferences and help in hosting and production

• Occasional visits to assigned schools

Qualifications, Knowledge and Skills You Bring to the Organization

• Bachelor's degree

• Experience in school administration or a related educational role

• Knowledge of Catholic and classical education principles

• Strong organizational and communication skills

• Ability to work collaboratively with diverse teams

• 3 plus years of experience working with Canva, Zoom, Google Meet and Excel

• Deep alignment with the Catholic faith and the mission of evangelization through education

• Must exhibit faithfulness to the Magisterium of the Catholic Church in accord with our canonical status as a private association of the Christian faithful

Standout Candidates May Also Bring

• Experience in education or nonprofit growth environments

• Background supporting multi-site or network-based organizations

• Familiarity with education freedom policy environments

• Experience attending a Chesterton Academy

• Experience working in or with a Chesterton Academy

The Society of Gilbert Keith Chesterton

The Society of Gilbert Keith Chesterton is a 501(c)(3) non-profit organization established as a canonically recognized private association of the Christian faithful in the Archdiocese of Saint Paul and Minneapolis. Our mission is to evangelize through education, inspiring people to live joyful, holy lives, with G.K. Chesterton as a model of lay spirituality. We advance this mission through conferences, publications, and local societies that cultivate serious engagement with Chesterton’s thought and the Catholic intellectual tradition.

The Chesterton Schools Network

Through the Society’s educational initiative, the Chesterton Schools Network (CSN), we are leading one of the most significant expansions of Catholic secondary education in modern times, forming a new generation of joyful leaders and saints to build up the Kingdom of God and advance the Culture of Life envisioned by the great Pope Saint John Paul II.

In just over a decade, the CSN has grown to over 70 schools, serving more than 3,300 students across 76 dioceses, 36 states, and in multiple countries. The Network has 30 additional schools preparing to open, and the realistic capacity to grow to 1,000 schools serving 100,000 students annually.

The Chesterton Schools Network was the 2025 awardee of the $1 million Yass Prize, one of the nation’s most prestigious honors for educational innovation.

• Full-Time, Exempt, Salaried employee

• Base salary range is $42,00 - $52,000, based on experience and demonstrated capability

• Medical health benefit stipend and a generous package of discretionary paid time off plus staff holidays

• Travel required, including site visits and annual conferences

• Position can be remote or on-site