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Senior Director of Leadership Development and Special Projects

About Mastery:


Founded in 2001, Mastery Schools is a public charter network of 23 K-12 schools in Philadelphia and Camden, serving more than 14,000 students. 


At Mastery, we’re on a mission to provide all students with the academic and personal skills they need to succeed after graduation and pursue their dreams. Student achievement is not just a goal for our organization; it's the reason we exist, and every member of our team is dedicated to securing student success. We are also committed to pursuing equity, actively disrupting systemic racism, and addressing the disparities that limit our students' choices. 


Our culture is built on respect, service, and the belief that the success of our students, their families, and the communities we serve will help us achieve our mission. We foster a positive, open, and inclusive environment where honesty, humor, and continuous improvement are celebrated. 


Join us in creating a model urban school district that serves all students with excellence. Together, we can make a lasting impact.


Position Summary:


The Senior Director of Leadership Development will be responsible for setting the strategic vision and executing a comprehensive leadership pipeline program, to ensure a sustainable and diverse pool of high-performing school leaders. The SDLD will develop and manage a scalable infrastructure that drives retention, leadership competency, and instructional excellence. This position requires a leader with a focus on coaching and direct support for aspiring and new leaders to achieve ambitious performance outcomes


Duties and Responsibilities:
  • Essential Job Functions: 
  • Strategic Leadership & Vision Setting:
  • Establish and execute a network-wide leadership development strategy, ensuring alignment with Mastery’s mission, diversity commitments, and student achievement goals.
  • Drive New Leader retention and principal satisfaction on competency ratings and performance outcomes.
  • Lead strategic planning efforts in partnership with senior leadership to develop sustainable, data-driven leadership development initiatives.
  • Align leadership development programs to the organizational goals, ensuring succession planning and talent retention strategies proactively address future needs.
  • Oversee multiple teams and workstreams, ensuring cohesion between leadership development, emerging and new leader induction, affinity group and principal readiness programs.
  • Manage principal fellows and support leader selection and onboarding 

  • Program Development & Execution: 
  • Develop a structured New Leader Induction Program that ensures a smooth transition for new Principals and Assistant Principals, ensuring they demonstrate effectiveness early in their tenure.
  • Build and oversee a data-driven leadership competency model, ensuring aspiring leaders progress through a well-defined pathway.
  • Direct the design and execution of professional development for Assistant Principals, Instructional Leaders, and Principal Fellows, ensuring participants meet competency credentialing goals.
  • Lead the selection, admissions, and evaluation process for aspiring leaders, implementing rigorous benchmarks for advancement.

  • Coaching & Talent Development:
  • Directly coach a portfolio of aspiring Principals and Instructional Leaders, focusing on skill development and performance improvement.
  • Provide targeted coaching interventions to accelerate the development of leaders, with a focus on diversity, equity, and inclusion in leadership representation.
  • Ensure that every candidate in the program receives ongoing, aligned evaluative feedback, with clear, actionable next steps for growth.

  • Organizational Management & Accountability: 
  • Establish and monitor key performance indicators, ensuring data-informed decision-making at all levels of leadership development.
  • Lead budget development for leadership development programs, ensuring efficient resource allocation and sustainability.
  • Partner with external organizations to bring high-quality professional development experiences to leaders.


Qualifications:
  • Proven track record of strategic leadership, with experience leading large-scale leadership development initiatives in an educational setting.
  • Strong coaching acumen, with the ability to develop and retain high-performing Principals and Instructional Leaders.
  • Experience managing multiple teams and aligning leadership development programs to broader organizational goals.
  • Expertise in building data-driven talent pipelines with a focus on diversity, equity, and inclusion.
  • Strong ability to remove systemic barriers to leadership advancement and drive equitable access to leadership roles.


Education and Experience
  • Bachelor’s degree required, Master’s preferred
  • At least 7 years of professional experience including 2 years as a principal and or similar executive role, demonstrating impact through academic goal achievement, teacher retention, and leadership development.
  • Track record of successfully developing high-performing school leaders, with measurable outcomes in instructional leadership and equity-focused leadership growth. 


Other Requirements:
  • Ability to physically perform the essential duties of the role as outlined above, and to work in the environmental conditions required, such as traveling to network campuses, monitoring and interacting with students, in-person facilitation of trainings, etc.
  • This role may require frequent travel between multiple locations. Reliable transportation is essential to fulfill job responsibilities.


Mastery's Benefits Package:


We offer a full benefits program and opportunities for professional growth. Some of our most popular benefits include our 403(b) retirement plan for PA employees (with a 5% match from Mastery), enrollment in the State of New Jersey Pension Plan for NJ employees, a robust Employee Assistance Program, mental health and counseling programs, an annual Professional Development Fund, and discounts and perks at a myriad of retailers, travel organizations, insurance providers, and so much more, as well as a Benefits VIP Helpdesk to help you navigate various benefits-related topics. Please go here to see all of our Benefits offerings!


Annual Calendar:


As you plan to make Mastery your new work home, please feel free to review our Calendar for the 24/25 School Year. We like to think our calendar is a benefit of working here too!


Why You Should Apply:


Studies have shown that women and people of color are less likely to apply for jobs unless they believe they can perform every job description task. We are most interested in finding the best candidate for the job, and that candidate may come from a less traditional background. Mastery may consider an equivalent combination of knowledge, skills, education, and experience to meet minimum qualifications. If you are interested in applying, we encourage you to think broadly about your background and skill set for the role.

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What You Should Know About Senior Director of Leadership Development and Special Projects, Mastery Charter Schools

At Mastery Schools, we’re on the lookout for a passionate and experienced Senior Director of Leadership Development and Special Projects to join our dynamic team in Philadelphia, PA. Founded in 2001, Mastery has grown into a vibrant network of 23 K-12 schools serving over 14,000 students, and we believe that every team member plays a crucial role in securing student success. In this pivotal position, you will be at the forefront of shaping our leadership development strategy, ensuring a steady pipeline of skilled and diverse school leaders. Your mission will involve creating a structured induction program for new leaders, developing talent through personalized coaching, and driving measurable performance improvements. We’re looking for someone who has a keen eye for aligning leadership initiatives to our mission of educational equity and excellence, as well as the ability to foster an inclusive and positive environment. With a strategic mindset, you will lead multiple teams, oversee data-informed leadership programs, and partner with stakeholders to support sustainable development initiatives. Your previous success in educational leadership will make you an ideal candidate as you work to empower the next generation of school leaders. Join us and make a lasting impact in creating a model urban school district where every student can thrive. This is not just a job; it’s an opportunity to shape futures and inspire others to break down barriers!

Frequently Asked Questions (FAQs) for Senior Director of Leadership Development and Special Projects Role at Mastery Charter Schools
What are the responsibilities of the Senior Director of Leadership Development at Mastery Schools?

The Senior Director of Leadership Development at Mastery Schools is responsible for establishing and executing a comprehensive leadership development strategy that aligns with our mission of fostering success and equity for all students. This role includes developing structured programs for new leaders, overseeing coaching initiatives that drive performance improvements, and participating in strategic planning. The SDLD also manages various teams, ensuring cohesion among leadership development efforts, and works towards building a data-driven talent pipeline that champions diversity and inclusion in leadership roles.

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What qualifications are necessary for the Senior Director of Leadership Development at Mastery Schools?

To succeed as the Senior Director of Leadership Development at Mastery Schools, candidates should have a proven track record in strategic leadership within the education sector, ideally with at least 7 years of professional experience that includes time in an executive role such as a principal. A Bachelor's degree is required, while a Master’s degree is preferred. Candidates must demonstrate an ability to manage multiple teams, create impactful leadership development initiatives, and foster an inclusive environment that uplifts underrepresented leaders.

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What is the importance of a leadership development strategy at Mastery Schools?

At Mastery Schools, a robust leadership development strategy is essential for cultivating a diverse and high-performing pool of school leaders. It ensures that our educational goals, commitments to equity, and drive for student achievement are met through strategic planning and program execution. By developing effective leaders, we can enhance teacher retention, improve instructional excellence, and ultimately improve student outcomes, which is the core of our mission.

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What does the coaching process look like for aspiring leaders at Mastery Schools?

The coaching process for aspiring leaders at Mastery Schools is designed to provide personalized support and development opportunities. The Senior Director of Leadership Development will directly coach a portfolio of aspiring Principals and Instructional Leaders, focusing on their skill development and performance. Each candidate receives continuous evaluative feedback and tailored coaching interventions aimed at accelerating their growth, particularly emphasizing diversity, equity, and inclusion throughout their leadership journey.

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How does Mastery Schools promote diversity in leadership roles?

Mastery Schools is committed to promoting diversity in leadership roles through intentional strategies that remove systemic barriers to advancement. The Senior Director of Leadership Development will oversee programs that specifically focus on nurturing aspiring leaders from diverse backgrounds and ensuring equitable access to leadership opportunities. This includes implementing a structured pathway for development, supporting underrepresented leaders in their professional growth, and fostering an inclusive culture that empowers all team members.

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Common Interview Questions for Senior Director of Leadership Development and Special Projects
What inspired you to apply for the Senior Director of Leadership Development position at Mastery Schools?

When answering this question, reflect on your personal journey in education and leadership. Focus on your passion for developing others and how Mastery Schools’ commitment to equity and student success resonates with your own values. Highlight specific aspects of the organization's mission that inspire you, and articulate how your background would allow you to contribute to their goals.

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Can you describe a successful leadership development program you have implemented in the past?

In your response, detail a specific program you have created or led, emphasizing its objectives, the strategies you employed, and the outcomes achieved. Discuss how you aligned the program with organizational goals and how it benefited both the participants and the institution. Providing measurable results will strengthen your case.

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How would you evaluate the effectiveness of leadership development programs?

To answer effectively, discuss various key performance indicators (KPIs) you would use to evaluate program success, such as retention rates, participant feedback, and measurable improvements in instructional quality. Stress the importance of data-informed decision-making and continuous improvement in enhancing leadership development initiatives.

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How would you approach nurturing diversity and inclusion in leadership roles?

Share your philosophy on diversity and inclusion in leadership. Discuss specific actions you would take to create an inclusive environment, such as establishing mentorship programs, implementing targeted recruitment strategies for aspiring leaders from diverse backgrounds, and fostering collaboration among leadership teams to promote equity.

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What strategies do you use to coach aspiring leaders effectively?

Highlight your coaching philosophy and approach, including how you adapt your methods based on individual needs. Discuss the importance of setting clear goals, maintaining open lines of communication, and providing constructive feedback, alongside offering resources and support tailored to each leader’s growth.

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Can you give an example of how you managed a leadership team successfully?

Share a specific instance where you managed a team of leaders effectively. Discuss the structure you set in place for collaboration, how you facilitated communication, and the ways you inspired accountability and mutual support among team members. Providing context on the challenges you navigated to achieve results will enhance your response.

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What role should data play in leadership development?

Emphasize that data is critical in assessing program effectiveness and guiding decision-making. Discuss how data can identify areas for improvement, tailor programming to meet the evolving needs of leaders, and set measurable goals to track progress. This reflects a strategic mindset and the importance placed on evidence-based practices in education.

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How do you ensure alignment between leadership development programs and the organization’s mission?

Point out the importance of clearly understanding the organization's mission and strategic objectives. Then, discuss how you would collaborate with senior leadership to ensure that all programs are purposefully designed to support these goals. Mention ongoing evaluations and feedback loops as mechanisms to maintain that alignment.

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What challenges have you faced in leadership development and how did you overcome them?

Reflect on a real challenge you have encountered in leadership development. Describe the situation, the strategies you implemented to address it, and the outcomes. Discussing challenges showcases your resilience and adaptability, qualities that are essential for a role like the Senior Director of Leadership Development at Mastery Schools.

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What motivates you to develop others as leaders?

In your response, convey your philosophical beliefs about leadership and personal growth. Talk about the fulfillment you derive from seeing others succeed and how developing leaders contributes to a broader mission in education, including equity and access for students. This ensures a heartfelt response that connects to the values of Mastery Schools.

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All students learn the academic and personal skills they need to be truly prepared for postsecondary success and able to pursue their dreams.

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DATE POSTED
March 23, 2025

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