The links below take you to the website of Contemplative Learning Solutions, a USA-based consultancy which offers an array of services designed to “enhance the effectiveness of schools, school leaders, and leadership teams in business and other non-educational enterprises”. They describe how the different enneagram styles are manifested in different styles of leadership.
Type One: The Perfection Seeker
Type Two: The Acceptance Seeker
Type Three: The Achievement Seeker
Type Four: The Individuality Seeker
Type Five: The Knowledge Seeker
Compassionate Learning 
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