Simon Jeynes

Simon is co-founder and Executive Director of CSM. He consults onsite with Christian schools that have tuitions of $13,207 or less. He provides school-hosted workshops, writes Entheos (the CSM weekly advice and counsel letter), and works to extend God’s kingdom by coaching and training other Christian school leaders to transform the Christian School Movement. CSM’s mission is For Jesus; Through Mission; With Students.  

Simon is passionate about ensuring that every seat in every Christian school is full and that every student in those seats is having a joyful, transformative experience. 

From 1977 – 2003, he carried out his vocation in Christian schools including:

  • Bible study leader
  • Teacher of English, History, and Religious Studies
  • Finalist for Excellence in Teaching Canadian History
  • Choir Director of Male Voice and Female Voice choirs
  • Outdoor leader in both winter and summer activities
  • 10 years as Head of two schools
  • Working in residential, day, single-sex, co-ed, K-12 schools

From 2003 – 2017, Simon was a Senior Consultant for Independent School Management (ISM), an international research-based consulting company. In that context, he worked in five countries and in over 150 schools, leading conversations around strategic planning, financial planning, scheduling, faculty culture and strategic academic planning, and school performance analysis. He was also a lead writer and author for ISM’s publications and Ideas and Perspectives.

He continues to keynote, speak, and lead workshops at educational conferences that have included PNAIS, ERB, VAIS, AMS, CASE (2010, 2016 Stellar Speaker), ISAS, NJAIS, ACSI, CAIS, AISNE, NCAIS, ASB Un-Plugged, SAES, FCIS, CSI, LLI, CBOA, LEA, US Play Coalition, CESA, MACSA, IACS. He worked with ACSI as part of their LeadershipU Program for two years. 

Simon earned his MA from the University of Oxford (School of Modern History), his BEd (Hons.) from the University of Lethbridge, and his MEd (Educational Leadership) from Concordia University.

As a believer in life-long learning, he:

  • has taken graduate and other courses from Prairie Bible Institute, Athabasca University, and the University of Western Ontario
  • attended the Center for Creative Leadership, Greensboro, NC, and is certified to carry out/coach 360° Assessments; participated in the Program on Negotiation at Harvard Law School; trained in De Bono Six Hats/Creative Thinking, Susan Scott’s Fierce Conversations, Kiersey’s Temperament Sorter; Key Principles of Servant Leadership from the Greenleaf Center for Servant Leadership

Simon has written two books for CSM:

  • A Call to Authentic School Trusteeship: The CSM Christian School Trustee Handbook (2017)
  • Stewards of Transformation: the Board President / School Head Partnership (2018)

He has co-authored a 3rd book – The CSM 1st Christian School Leader’s Devotional: A Journey of Challenge, Comfort, and Transformation (2019). 

Mr. Jeynes is married with four children, two dogs, a bird, and many bird feeders. He is delighted that three of his children are now at university.

He is proud to be a dual Canadian / American citizen. 


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