Chief Executive Officer

Prospect Schools (NYC)

Posted: 12/28/2020

Position Type: Full-Time (Paid)

Function: CEO/ED/President

Primary domain: Education

City: Brooklyn

Postal code: 11201

State: New York

Country: United States

Organization Information:


$20M +


Mission statement:

Prospect Schools is a K-12 charter management organization based in Brooklyn, NY.  We are a college preparatory community where excellent teachers prepare a diverse student body to have a positive impact on society and a lifelong passion for learning. Since the 2009 opening of our first school in Brooklyn, Prospect Schools has been dedicated to excellent teaching, a world-class program designed around the pillars of the International Baccalaureate Program, and succeeding with students who sit side-by-side in classrooms with students from radically different backgrounds. We currently have a central office in Brooklyn, and serve five schools under the Brooklyn Prospect Charter School (BPCS) organization. We are expanding as we finalize a merger with International Charter School of New York. Today we have approximately 320 full time employees serving over 2,000 students, with a projected [$45] million in revenue for FY 21-22.

We believe families shouldn’t have to choose between strong academics and a diverse community of learners. We are proud of our strong academic results and our retention of faculty, staff and leadership. We are deeply committed to our work as a diverse-by-design charter management organization. Learn more about who we are and what we believe by checking out our Prospector Principles.

Our Core Values are:

  • Curiosity: Develop sound judgment and intellect by asking questions confidently and thinking critically

  • Care: Support others by grounding every action in empathy while championing equity and inclusion in our work

  • Persistence: Grow and learn by solving problems with determination, creativity and tenacity

  • Passion: Succeed by approaching challenges with excitement, enthusiasm and self assurance

Position Details:

Job Description:

About the CEO role

Our current CEO and co-founder, Dan Rubenstein, is stepping down from his post after 14 years leading our organization to pursue his dream of running a school in Asia. The Board is seeking a leader who can sustain our strengths and the core aspects of our mission and vision, while also setting our future direction and leading the next phase of our work to ensure continued superior academic results, our hallmark talented faculty, and racial equity for our students, their families and our faculty. Our CEO will report to the Board of Trustees of Prospect Schools and will work collectively with our stakeholders to lead a strong network of schools in support of our students’ success.

The “What” - Key Responsibilities

Setting, Implementing, & Staying Focused on Organizational Vision and Strategy

  • Ensure our students’ academic success; this is the most important thing that we do, and the reason we have sustained our diverse population. The CEO will keep students at the center of all decision making and ensure that every aspect of our academic program works well for our students.
  • Direct and support our strong leadership team and principals to advance the vision for academic programming, operational excellence and financial sustainability.
  • Lead the ongoing work of the organization in becoming an anti-racist place for students, families, faculty, and staff through our three-year strategic plan for diversity, equity, and inclusion.
  • Motivate and inspire faculty, staff, students, families, and community members to champion the mission of Prospect Schools to reach our Prospects ‘23 Vision and the continued work beyond 2023.

Senior Leadership Team Management & Development

  • Mentor and develop the existing senior leadership team ensuring functional areas continue to be  led by strong, mission-aligned colleagues.
  • Where and when needed, recruit diverse new leaders externally.
  • Model the organization’s core values of care, curiosity, persistence, and passion to approach the challenges we face, ensuring the organization grows and retains its people.
  • Spearhead effective talent management strategies throughout the organization, including operationalizing a path to advancement that is open to all Prospect Schools team members.
  • Actively coach and develop direct reports to be effective in their roles and in their management of their teams and functional areas.

Oversight of Academic, Operations & Finance Systems to Ensure Organizational Health

  • Assess and strengthen each aspect of the organizational model, including future organizational growth opportunities.
  • Build on Prospect Schools’ successes to drive innovation and identify new and different ways to serve the needs of our students, families, faculty, and staff.
  • Continuously identify opportunities for cross-functional, cross-organizational collaboration to ensure that a thoughtful and coherent strategy is propelling us forward.
  • Secure effective and efficient decision-making processes that elevate the expertise and perspectives of stakeholders and build buy-in throughout and beyond the organization.
  • Continue developing mechanisms to ensure operational excellence and strong compliance functions.

Building Strong Relationships with Internal and External Partners

  • Lead efforts to generate private and public financial support for the school’s operations and reserve funding through foundation, government grants, and individual fundraising.
  • Communicate with various stakeholder groups to ensure that priorities and expectations are clear, and that questions are answered directly and transparently.
  • Ensure that Prospect Schools continues to have strong partnerships beyond the organization, including our authorizer, the Charter School Institute (“CSI”), philanthropic partners, local government officials, key leaders in the NYC DoE school district leaders parents and families, and other charter schools. 
  • Create proactive systems that garner feedback from staff, students and families to inform and evaluate the effectiveness of organizational policy, priorities and practice.
  • Promote the Prospect Schools brand in creative and different ways to elevate the work of the organization to others.

The “How” - Competencies for Success

Equity-Centered Leadership to Ensure All Students Succeed

  • Demonstrate cultural fluency, sensitivity, and a strong equity lens to establish a culture of growth mindset around issues of equity and to meet  the needs of our diverse students and staff while moving Prospect Schools toward becoming an anti-racist organization.
  • Solicit, elevate, understand, and value--either through personal experience or empathy--the perspective of a wide variety of stakeholders. 
  • Build authentic relationships across lines of difference (race, gender, age, socioeconomic background, LGBTQ status, etc.) through self-reflection, empathy, and a clear personal identity.
  • Address matters of equity, race, and bias in decision-making with clarity, confidence, openness, empathy and historical context.
  • Recognize race and power dynamics playing out within our organization at all levels and interrupt those inequities through honest and difficult conversations and actions.

Leadership, Influence and Relationships

  • Communicate effectively, tailoring messages for the audience, context, and mode of communication.
  • Listen compassionately with an open mind - seeking to fully understand what makes Prospect Schools unique before establishing the direction forward.
  • Navigate politically complex structures, relationships and dynamics to challenge ideas and enable thoughtful decisions and positive outcomes for students.
  • Build positive relationships and coalitions primarily with staff members and principals and inclusive of staff, students, parents and families, communities, trustees, authorizers, and partners.
  • Maintain visibility and work collaboratively with diverse stakeholders at all levels.
  • Facilitate and secure buy-in for a clear and compelling vision of organizational excellence.

Team Leadership and Management

  • Effectively balance the tension between individual school leaders needs and vision with the need for coherence across all schools. 
  • Build, inspire, manage and coach effective teams to achieve ambitious goals.
  • Assess team and individuals’ skills, identify development needs, and provide feedback and supports to improve practice, build capacity, and maximize talent.
  • Promote professional learning and utilize effective adult learning techniques.
  • Lead teams to collaborate with each other, teams, and stakeholders including parents and families.

Data-Driven Planning and Execution

  • Analyze complex, nuanced data from multiple angles and exercise judgment in making critical decisions, and communicate the implications to diverse audiences.
  • Leverage Prospect Schools’ rich data on student learning to drive decision-making and make real-time adjustments to better meet student learning needs.
  • Lead effectively even in times of ambiguity.
  • Exhibit a strong focus on goals, accountability and results; set clear metrics for success.
  • Monitor progress and demonstrate persistence to overcome obstacles to achieve goals.
  • Set priorities to maintain a high-quality instructional program within the organization’s financial means.


  • A clear track record of improving academic outcomes for students with a keen focus on equity and access for all learners.

  • A decade or more of experience leading an organization, with effective operational and fiscal management; experience merging teams or organizations would be helpful to this role.

  • Deep understanding of the principles of diversity, equity, & inclusion that are necessary for leading an organization on a strategic path to becoming anti-racist.

  • Significant experience in education, specifically working in a multi-site school system or district serving a racially and socioeconomically diverse student body.

  • Experience building high quality, highly functional teams with clear expectations for serving schools and achieving student success.

  • Demonstrated experience building consensus and trust within an organization.

  • Exceptional written, oral, and visual communications skills.

  • Knowledge of best practices, and current on national trends and research for the instruction of diverse and multilingual learners.

  • Knowledge of the Diverse By Design school model.

  • Master’s degree or higher in a related field, preferably in education.


Not Specified


Commensurate with Experience

Posting Expiration Date:


How to Apply:

Please submit a resume here that clearly demonstrates the aforementioned qualifications. 

Posted By: Alma Advisory Group


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