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Deputy Chief - Office of College and Career Success, Student Access

Employer
Chicago Public Schools - CPS-1
Location
Chicago, IL, US
Salary
Competitive
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Chicago Public Schools (CPS) is the third-largest school district in the United States, serving over 350,000 students in more than 600 schools and employing nearly 36,000 people, most of them teachers. CPS has 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. In order to fulfill this mission, we make three commitments to our students, their families, and all Chicagoans: academic progress, financial stability, and integrity. Six core principles are embedded within these commitments-student-centered, whole child, equity, academic excellence, community partnership, and continuous learning.

The mission of the Office of College and Career Success (OCCS) is to promote social and economic mobility among CPS students by building systems and providing supports to increase the number of CPS graduates who earn postsecondary credentials and enter into fulfilling, family-sustaining careers. OCCS works to ensure that all students develop critical postsecondary competencies, including academic and financial readiness for postsecondary pathways, career awareness and alignment, and foundational skills. Ultimately, every CPS senior will leverage these competencies to develop a concrete, personalized postsecondary plan to pave the way for their success in life after high school. OCCS consists of the following four departments, as well as the district's Competency-Based Education Pilot:
  • School Counseling and Postsecondary Advising (OSCPA);
  • Early College and Career Education (ECCE);
  • Social-Emotional Learning (OSEL);
  • Student Support and Engagement (OSSE);

The Deputy Chief - OCCS, Student Access will support the Chief of College and Career Success both operationally and programmatically to advance the office's mission and achieve key student-centered goals outlined in the CPS Five-Year Vision and in OCCS' departmental strategies. This position will manage a team of direct reports, including employees in OCCS leadership positions.

The Deputy Chief - OCCS, Student Access will be held accountable for the following responsibilities:
Programmatic Responsibilities

The Deputy Chief, Student Access will collaborate with the Chief of OCCS to provide strong strategic direction and leadership across multiple programmatic domains, including the following:
  • Directly supervise multiple distinct teams and programs/projects within OCCS:
    • Early College and Career Education (ECCE)
    • School Counseling and Postsecondary Advising (OSCPA)
    • Chicago RoadMap
    • Competency-Based Education
  • Collaborate with the Executive Directors of ECCE and OSCPA to develop a comprehensive strategy for student success based on the CPS High School Strategy and Chicago Roadmap, including:
    • Strategic expansion of college and career pathways
    • Professional learning plan to build capacity at all levels of implementation
    • Increasing student access to career-ready pathways
    • Expanded opportunities for advanced/early college coursework
  • Serve as a co-manager of the OCCS leadership team with the Chief Officer:
  • Develop agendas for and facilitate weekly OCCS team meetings
  • Support check-ins between Chief Officer and department leaders, as requested
  • Support Chief Officer in the supervision and evaluation of OCCS department leaders
  • Ensure expectations are clearly communicated to OCCS department leaders; provide ongoing guidance and feedback, maintaining high levels of accountability related to progress toward achieving set goals and established expectations
  • Drive the annual strategic planning and continuous improvement cycle for OCCS:
  • Partner with the Chief Officer and OCCS department heads to develop and refine evidence-based strategic plans, including clear driver diagrams, implementation measures, and outcome measures for each department; ensure convergent priorities across departments
  • Manage department leaders and work closely with department data strategists to ensure effective progress monitoring and verify that all strategic plans are measurable and measured with timely, accurate, and comprehensive data
  • Co-design, oversee, and facilitate seasonal continuous improvement sessions aligned to strategic priorities for all OCCS departments
  • In collaboration with the Chief Officer, co-design and implement the OCCS team's annual learning scope and sequence:
  • Select, adapt, and/or develop professional learning materials aligned to key competencies and frameworks
  • Develop meeting agendas, facilitation plans, other deliverables
  • Facilitate team learning sessions and strategically engage department leaders in facilitation
  • Develop and execute thrice-annual OCCS All-Staff Meetings in collaboration with the Chief Officer, Executive Assistant, and department leaders:
  • Develop and facilitate agendas that connect strategic plans and goals, continuous improvement cycle, and team learning scope and sequence
  • Work with department leaders to develop and implement effective breakout sessions
  • Develop effective, strategic relationships with stakeholders beyond OCCS, including:
  • Other CPS Central Office departments such as the Office of Teaching and Learning (T&L), Office of Diverse Learner Supports and Services (ODLSS), Office of Language and Cultural Education (OLCE), Office of Equity, Office of Portfolio Management/Innovation & Incubation, Department of Information and Technology Services (ITS), etc.
  • School principals, assistant principals, and other school faculty/staff as appropriate
  • External partners (e.g. nonprofits, philanthropies, universities)
  • City Colleges of Chicago (The Deputy Chief will work closely with the Chicago Roadmap Director to ensure the effective implementation of the Chicago Roadmap)
  • Develop and oversee a system for maintaining effective communication between OCCS and other Central Office departments; enhance communication within and among OCCS offices:
  • Manage department leaders to provide comprehensive biweekly updates, aligned to strategic plans, for the Chief Executive Officer (CEO) and the Chief Education Officer (CEdO); ensure tight and timely follow-up on other action items from CEO or CEdO
  • Work with department leaders and data strategists to develop an OCCS annual report
  • Work with department leaders, assignees, and executive assistants to develop and implement a regular communication protocol/platform (e.g. newsletter, Google Site) to share news, goals, information, achievements, expectations among OCCS departments
  • Advocate for, promote, and educate others regarding CPS' Five Year Vision, the OCCS Mission and Vision, Learn.Plan.Succeed., Healing Centered Framework, and the Chicago Roadmap

Operational Responsibilities

The Deputy Chief will serve as OCCS' primary liaison to several CPS operational offices, including but not limited to:
  • Board of Education - The Deputy Chief will manage the work with OCCS department heads and CPS Board liaisons on a monthly basis to create the materials necessary to brief Board members on key items and initiatives, including but not limited to those that require a Board vote. The Deputy Chief may also brief Board members on these items directly.
  • Office of Budget Management - The Deputy Chief will work with OCCS' assigned central office Budget Analyst to develop, administer, and monitor annual budgets aligned to strategic priorities for all OCCS departments.
  • Department of Procurement - The Deputy Chief will work with OCCS' assigned Procurement Buyer and OCCS departmental leads to develop and execute Requests for Proposal (RFP) and Chief Purchasing Officer Requests (CPOR) for products and services necessary to implement OCCS strategies.
  • Law Office - The Deputy Chief will work directly with CPS attorneys and departmental leads to ensure that contracts with vendors providing key services are appropriately drafted and finalized.
  • Talent Office - The Deputy Chief will work with OCCS' assigned HR Business Partner to facilitate effective hiring and staff support, and will support other Talent-related processes.


In order to be successful and achieve the above responsibilities, the Deputy Chief - OCCS, Student Access must possess the following qualifications:

Education Required:
  • Bachelor's degree from an accredited college and/or university required
  • Master's degree preferred

Experience Required:
  • Minimum of ten (10) years of relevant, professional, progressively responsible administrative experience, including a minimum of five (5) years of leadership experience managing a team of direct reports, is required.
  • Experience in an educational setting and/or as a school administrator strongly preferred
  • Professional experience in roles supporting a breadth of student access and success pathways, and/or specific experience adjacent to one or more of the following areas is strongly preferred:
  • Career-connected education pathways
  • Secondary-postsecondary alignment
  • Strategic planning and continuous improvement
  • Operations, budget/finance
  • Management, employee development, organizational development

Knowledge, Skills & Abilities:
  • Solid understanding of and ability to navigate a complex, fast-paced work environment like that of CPS.
  • Demonstrate integrity, honesty, credibility, and courage to make difficult yet necessary decisions
  • Ability to articulate a vision, set high standards, and effectively guide department leaders and teams in the realization of expectations set
  • Maintain a razor-sharp focus on Impact, above all else, and the role of Evidence and Learning in producing it
  • Commitment to increasing postsecondary attainment and labor market success among CPS students
  • Strong project management and facilitation skills; Effective strategic planning capabilities, including the ability to establish long-term vision and goals, and align/manage activities toward goal fulfillment
  • Ability to build collaborative relationships with a variety of constituent groups, including internal and external partners
  • Excellent interpersonal, written and verbal communication, and facilitation skills
  • Strong leadership and team building skills, e.g. ability to develop high performing teams united around a clear vision for serving schools and achieving student success
  • Ability to define problems, analyze data, and outline valid conclusions and action steps
  • Strong data skills, including the ability to interpret research evidence, strongly preferred


Conditions of Employment

As a condition of employment with the Chicago Public Schools (CPS), employees are required to:
  • Establish/Maintain Chicago Residency - 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. This Chicago residency requirement does not apply to part-time/temporary positions.
  • Be Fully Vaccinated or Submit to Weekly COVID-19 Testing -Employees are required to be fully vaccinated within 30 days of their hire date. Full vaccination is defined as at least two weeks after your second shot of a two-shot vaccination course, or at least two weeks after a one-shot vaccination course. Unvaccinated staff must submit to weekly testing.
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