Jen Cruickshank

Jen is an accomplished and influential educational leader with a proven track record of driving sustained school improvement and securing excellence across diverse contexts. With leadership experience spanning both private and state sectors, she is known for combining strategic precision with a deeply held moral purpose, consistently delivering strong outcomes for students and staff. 

She holds the National Professional Qualification for Headship, reflecting her expertise and leadership at the highest level of the profession. 

Jen began her career teaching Physical Education and Dance before rapidly progressing into leadership across Physical Education, Performing Arts and Wellbeing. Early in her career, she established a reputation for building inclusive, high-performing teams and for championing a holistic approach to student development, where high expectations are matched by strong pastoral care. 

Her transition to senior leadership in Dubai saw her lead the development of Creative Arts before moving into whole-school responsibility for Key Stages 4 and 5 and, subsequently, Deputy Headteacher. Across these roles, she led curriculum, assessment and pastoral strategy, bringing coherence, rigour and alignment that translated into strong outcomes and sustained improvement. 

Now in her third year as Head of Secondary at DBSJP, Jen plays a central role in sustaining and building on the school’s Outstanding status, as recognised by both KHDA and BSO. Her leadership has focused on embedding consistency, strengthening teaching and learning, and ensuring that systems and structures translate into meaningful classroom impact while remaining purposeful and manageable for staff. She is particularly recognised for her ability to lead sustained improvement beyond inspection outcomes, maintaining momentum while protecting staff capacity and continuing to raise standards across the secondary phase. 

Jen is a passionate advocate for student wellbeing, underpinned by a belief that exceptional outcomes are built on a foundation of psychological safety, inclusion and high expectations. She is uncompromising in her drive to ensure every student can succeed, leading work that removes barriers, raises ambition and supports students to achieve beyond their perceived limits. 

At the core of her leadership is a commitment to developing future-ready learners who enjoy their journey, aspire to make a difference and have a meaningful impact on the world. She believes, unapologetically, that learning should be fun, and that joy, challenge and high expectations are not competing forces but essential partners in exceptional education.