Deputy Chief of High Schools-Chicago, IL

Career Center ,

School District:  Chicago Public Schools
City/State:  Chicago, IL
Where to Apply:
Position Open Until:  10/29/2021

Job Description: 
About Chicago Public Schools Chicago Public Schools (CPS) is the third-largest school district in the United States, serving over 340,000 students in more than 600 schools and employing nearly 40,000 people, most of them teachers. We have set ambitious goals to ensure that every student, in every school and every neighborhood, has access to a world-class learning experience that prepares each for success in college, career, and civic life. To fulfill this mission, we make three commitments to our students, their families, and all Chicagoans: academic progress, financial stability, and integrity. The district’s six core principles are within these commitments: student-centered, whole child, equity, academic excellence, community partnership, and continuous learning.

About the Deputy Chief of High Schools Role Reporting to the Chief Schools Officer in the Office of Network Support (ONS), the Deputy Chief of High Schools shares responsibilities for principal quality and high school performance primarily through the direct management of High School (HS) Network Chiefs, the Deputy Chief of Small High Schools, the high schools within the Independent Schools Program (ISP) Network, and JROTC. The district currently has 45 High School JROTC programs which include 7 military academies. Additionally, the Deputy Chief of High Schools is responsible for the direct management and implementation of the district’s high school strategy through the High School Vision Collaborative, a cross-departmental team assembled to collectively execute the strategy to achieve the district’s five-year vision goals.

Essential Responsibilities and Functions

  • Demonstrate Visionary Leadership.
  • Partner with the Chief Schools Officer to develop and effectively execute a strategic plan that clearly aligns with the District’s five-year vision, supports a seamless PK-12 learning community, and allows for transparent accountability against CPS’ high school student outcomes and goals.
  • Support and develop the High School Network Chiefs and an internal team of 30+ staff.
  • Foster a culture of high expectations with shared strategic goals around measurable outcomes and continuous improvement in principal quality, as well as in the realm of student academic achievement and growth in all schools. Lead Talent Development & Management Systems.
  • Manage and sustain systems that enable Network Chiefs to identify, recruit, support, and develop a strong pool of highly-skilled principal candidates for schools as well as a strong pool of network support team members.
  • Utilize data and performance management systems that enable weekly, real-time coaching conversations with Network Chiefs that are centered on continuous improvement of principal development and school quality.
  • Develop leaders through the use of transparent, fair, equitable, and effective tools for assessing principal and network team leadership capacity; create leadership and succession plans; and provide differentiated supports that result in improved performance for principals and schools.
  • Contribute to the design of a professional development scope and sequence for Network Chiefs that is built on regular assessments of Network Chief and team capacity, as well as a learning plan that results in measurable improvement of the coaching and management provided to principals.
  • Support effective allocation of resources through the implementation of systems that allow Network Chiefs to make data-informed decisions about principals’ needs; allocate resources accordingly, including the equitable distribution of instructional supports and provision of content experts to specific groups of principals as necessary.
  • Inform stakeholders through the use of a communication system for ensuring Network Chiefs, their teams, and the principals receive actionable information in a timely and efficient way; ensure that peer leaders in CPS, external stakeholders, and leadership team members are well-informed of Chief Schools Office initiatives, successes, needs, and challenges.
  • Manage team administration and operations as assigned by the Chief Schools Officer; ensure that all team members are held accountable for clearly defined expectations and that the Chief Schools Office remains a responsible steward of public resources. Facilitate Collaboration of Cross-Functional Teams.
  • Develop and maintain functional, productive relationships with other senior leadership team members, including all Academic Chiefs, and leaders on the Equity, Talent, and Operations teams.
  • Work toward convergence with the full team to ensure that the needs of network teams and principals are met by other Central Office functions.
  • Collaborate with the Talent Team to develop internal talent benches and external talent recruitment strategies for Chief and Deputy Network Chief roles. 
  • Liaise with Support Centers; monitor schools’ operational performance and compliance responses; Support principals and district teams to resolve open issues; provide whatever support and resources necessary to ensure principal time is focused on instructional leadership. Key Competencies Extraordinary Communication
  • Connect purposefully, intentionally, and masterfully with others in various ways in the spirit of inclusivity and equitable engagement. Communicate with clarity, respect, and awareness in conversations and interactions with others.
  • Commit to transparency and authenticity in communication with stakeholders at every level. Invite, include, and engage others for the purpose of empowerment. Advocate for Diversity, Equity, and Inclusion
  • Contribute with intention and purpose to organizational relationships by challenging assumptions, understanding alternative perspectives and beliefs, addressing inequities, and employing a variety of strategies to develop trust across the organization.
  • Foster, promote, and drive inclusion across the district and community. Develop and implement DEI performance indicators as a key aspect of assessing organizational health. Organizational Leadership
  • Prepare the Chief Schools Officer for effective decision-making conversations, anticipating and organizing key questions and data that support productive discussions to direct key academic priorities.
  • Challenge ideas to enable academically sound, equitable, student -centered decisions.
  • Build coalitions and work collaboratively with diverse stakeholders at all levels of the organization, including district personnel, students, families, communities, civic leaders, and advocacy groups. Commitment to Student Achievement
  • Hold self and teams in the Chief Schools Office accountable for the outstanding academic achievement of all students based on equitable access to rigorous, grade-level, standards-based resources and instruction every day.
  • Address matters of inclusivity, race, and bias in the process of equitable decision-making.
  • Lead the strategic implementation of the district’s vision, mission, and goals with a relentless commitment to academic achievement and integrity.
  • Evaluate curricular and instructional models, and identify opportunities to increase equitable access to academic resources for historically under-served populations of students. Strategic Planning and Effective Execution
  • Maintain a relentless focus on goals and results; establish clear metrics for success with respect to the District's academic achievement and growth goals.
  • Demonstrate excellent execution and leadership skills, including acute attention to detail; the ability to balance overarching district goals with detailed steps to achieve academic objectives; and, the ability to lead high school principals and other key department leaders to manage multiple projects and clear deadlines in a politically vibrant environment.
  • Prioritize and align people, time, and resources through the lens of equitable access for students.

Minimum Qualifications

  • Minimum of five (5) years leadership experience within a complex educational organization required.
  • Minimum of four (4) complete school years of experience as a high school principal or three (3) complete school years as a high school. principal and one (1) year of experience in a district administration role; urban education experience preferred.
  • Evidence of successful academic outcomes for students as a result of your leadership.
  • Demonstrated experience directly supervising and developing the capacity of high school principal.
  • Proficient in the use of appropriate technological applications, including Microsoft Office, as well as other key applications currently utilized in CPS Residency Requirement As a condition of employment with the Chicago Public Schools (CPS), employees are required to live within the geographic boundaries of the City of Chicago within six months of their CPS hire date and maintain residency throughout their employment with the district. Compensation and Benefits Salary for this position is competitive and commensurate with prior experience. In addition, a comprehensive benefits package is included.

Please submit your resume and cover letter to Kathleen Shiverdecker at