Hi, I’m
Christine D'Alessandro
Educational Leadership/Executive Coach |Veteran Educator Advocate for Youth Empowerment | Educational Consultant | Visionary
"People will forget what you said. People will forget what you did. But, people will not forget how you made them feel."
Maya Angelou
Summary
Visionary leader, accomplished educational management, mentor, and Founding Educator of Maple Street School. Expert in strategic growth, operational excellence and staff development. Adept at leading organizational transitions and fostering community relationships. Committed to developing enriching learning environments and recognized for effective policy and budget management, consistently delivering exceptional mission driven outcomes.
Overview
37
years of professional experience
Work History
Bunny Hill Preschool and Gantry View School
Director of Strategic Initiatives and Outreach
08.2025 - Current
Job overview
Driving Strategic Initiatives:
- Accreditation Leadership with the Middle States Commission on Higher Education and the National Association of Independent Schools
- Securing and Maintaining Non-Profit Status
- Enhancing Community Engagement and Institutional Visibility through Outreach and Marketing
- Advancing Board Governance and Faculty Professional Development
Stuart Country Day of The Sacred Heart
Head of Lower School and Early Childhood Center
07.2020 - 06.2025
Job overview
- Co-creator of Cor Cordis, EC- 12th Wellness Center.
- Fundraising for Cor Cordis: donor identification, cultivation, solicitation, stewardship & campaign planning.
- Director of 3 year old- 8th grade After School programs.
- Co-Creator of K-8th grade Auxiliary Programs.
Sacred Heart Greenwich
Head of Lower School
07.2014 - 06.2020
Job overview
- Co-created new branding efforts.
- Implemented MAP assessments-1st- 6th grade.
- Presenter of researched based educational workshops.
Keystone School
Head of Lower School
07.2007 - 06.2014
Job overview
- Designed/aligned Language Arts curriculum K- 6.
- Designed new admissions process/retention strategies.
- Co-created development for new preschool.
Maple Street School
Assistant Head of School
07.2004 - 06.2007
Job overview
- Founding Educator of Maple Street School, K-8th grade.
- Co-created the development of Advisory Board.
- Secured student Secondary placements.
Maple Street School
Director Apprentice/Teaching Licensing Program
07.2003 - 06.2007
Job overview
- Established partnership with the Vermont State Licensing Department.
- Developed partnerships with Bennington College and surrounding independent/public schools.
- Secured placements/certifications for participants.
Maple Street School
First Grade Teacher
08.2000 - 06.2007
Maple Street School
Director of Faculty Mentoring Program
07.2000 - 06.2007
Maple Street School
Director of Winged Arts Summer Program
06.2000 - 06.2002
Maple Street School
Third/Fourth Grade Teacher
08.1998 - 06.1999
Winhall Elementary School
Kindergarten,Special Education, Enrichment Teacher
08.1997 - 06.1998
Central Elementary School
Special Education/Learning Specialist
08.1990 - 07.1997
Education
Antioch New England Graduate SchoolKeene, NH
M.Ed from Administration and Supervision
Lyndon State CollegeLyndonville, VT
B.S from Psychology, Special Education
Affiliations
- International Coalition of Girls' Schools/Host Conference Committee Member
- Advisory Board Member for the Princeton Nursery School
- The Heads Network/Graduate Headship Accelerator Program
- Senior Consultant for IndySchools Consultancy
- Associate for the John Collins Writing Program
- Harvard Graduate School of Education- Principals' Center
- Friends of The Westhampton Library- Fundraising Committee
Timeline
Director of Strategic Initiatives and Outreach
Bunny Hill Preschool and Gantry View School
08.2025 - Current
Head of Lower School and Early Childhood Center
Stuart Country Day of The Sacred Heart
07.2020 - 06.2025
Head of Lower School
Sacred Heart Greenwich
07.2014 - 06.2020
Head of Lower School
Keystone School
07.2007 - 06.2014
Assistant Head of School
Maple Street School
07.2004 - 06.2007
Director Apprentice/Teaching Licensing Program
Maple Street School
07.2003 - 06.2007
First Grade Teacher
Maple Street School
08.2000 - 06.2007
Director of Faculty Mentoring Program
Maple Street School
07.2000 - 06.2007
Director of Winged Arts Summer Program
Maple Street School
06.2000 - 06.2002
Third/Fourth Grade Teacher
Maple Street School
08.1998 - 06.1999
Kindergarten,Special Education, Enrichment Teacher
Winhall Elementary School
08.1997 - 06.1998
Special Education/Learning Specialist
Central Elementary School
08.1990 - 07.1997
Antioch New England Graduate School
M.Ed from Administration and Supervision
Lyndon State College
B.S from Psychology, Special Education
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