Upper School Academic Dean

The Pennington School

Oversee the Upper School academic program, collaborating with the Head of Upper School, Department Chairs, and other educational leaders.

Last checked on September 26, 2026. We may earn a commission when you click through.

✓ Opportunity for impactful leadership ✓ Engagement with diverse educational teams ✓ Focus on innovative curriculum design

Upper School Academic Dean

The Pennington School

Updated 2 days ago

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Pennington

This position is ideal for experienced educators who thrive in leadership roles and are passionate about curriculum development. However, the expectation for collaboration might be challenging for some.

About this role

Oversee the Upper School academic program, collaborating with the Head of Upper School, Department Chairs, and other educational leaders.

About the Company

The Pennington School is a private coeducational institution focused on academic excellence and personal growth.

Key Highlights

✓ Collaborative curriculum development
✓ Leadership in educational initiatives
✓ Partnership with various educational leaders
✓ Focus on student success and learning

💡 Honest Take: Be prepared for a demanding role that requires juggling many responsibilities. The collaboration with multiple departments can be rewarding but may lead to conflicts in priorities.

Pros

✓ Opportunity for impactful leadership
✓ Engagement with diverse educational teams
✓ Focus on innovative curriculum design

Cons

✗ High demands on time and energy
✗ Potential conflicts in departmental priorities
✗ Limited salary transparency

Best For: Educational leaders looking to make a significant impact in an independent school environment.

Watch Out: The role involves navigating complex inter-departmental dynamics, which may lead to challenges in aligning goals.

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Expert Review

This position at The Pennington School involves significant oversight of the Upper School's academic program, requiring collaboration with various department heads. The role is designed for an experienced leader ready to engage deeply with curriculum development and implementation. The expectation to work closely with the Head of Middle School and other leaders can be a double-edged sword, offering both collaborative opportunities and potential conflicts.

While the position promises an impactful role within a respected institution, it also demands a substantial commitment in terms of time and energy. The complexities of managing a diverse set of priorities among educational leaders can create a challenging work environment. the salary details are not disclosed, for potential applicants.

Overall, this role is well-suited for driven educational professionals who possess strong leadership skills and a passion for fostering student-centered learning. However, those who prefer a more work environment may find the demands overwhelming. For more details, visit the official listing on Talent.com.