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Director, Enterprise Solution Delivery

4 months ago


Chicago, United States Chicago Public Schools Full time
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Chicago Public Schools (CPS) is one of the largest school districts in the United States, serving over 330,000 students in 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 values are embedded within these commitments – student-centered, whole child, equity, academic excellence, community partnership, and continuous learning.

The Office of Information and Technology Services (ITS) works to build the capacity of schools to use information and technology, maintain network infrastructure, security standards, and support other departments to meet district goals. ITS provides innovative technology solutions that improve the quality of education for students, reduce the administrative burden on educators, facilitate parent interaction, increase community engagement, and support CPS’ mission of transparency by focusing on the ease and equity of access to information.

Job Summary:

The Director of Enterprise Solution Delivery will support the ITS project portfolio and enhance the business and IT collaboration through strategic solutions creating shared expertise around critical CPS business areas. This position will oversee the effective, efficient completion of ITS project management, ensuring objectives and business needs are successfully met. The Director of Enterprise Solution Delivery will report to the Executive Director of IT Business Partnership & Innovation and will lead a team of direct reporting professionals.

The Director, Enterprise Solution Delivery will be held accountable for the following responsibilities:

Collaborate with business stakeholders to provide strategic guidance in defining solutions for business needs in partnership with Enterprise Applications, Infrastructure Services, and Service Delivery Support the creation of the ITS portfolio strategy, project prioritization, and roadmap Oversee the execution of district-wide strategic projects and initiatives, ensuring effective coordination between ITS, project management, and business stakeholders throughout delivery Lead the ideation of new capabilities, and design coherent and holistic tech solutions to support business needs; drive proof-of-concept initiatives Proactively identify opportunities for the business to effectively leverage technology; act as a technical champion and advocate for the optimization of cloud solutions needed to support CPS’ student and financial goals Provide leadership, direction and guidance to the ITS Project Portfolio Management team in business engagement; provide perspective on solution alternatives and potential costs based on strategic understanding of business needs Coordinate the identification of architectural solutions and investigate the associated implications; ensure IT solutions are within the guardrails of enterprise architecture Partner with solutions and product teams to maintain solution fidelity  Ensure appropriate resourcing to meet prioritized demands, and continuously monitor delivery status of assigned projects/work to maintain alignment with delivery deadlines and expectations Collaborate with IT Business Partners, Organizational Change Management, Enterprise Architecture, IT Operations, IT Business Operations, IT vendor management, and business stakeholders to prioritize projects and resource requests based on business objectives Other duties as assigned

In order to be successful and achieve the above responsibilities, the Director, Enterprise Solution Delivery must possess the following qualifications: 

Education Required: 

Bachelor’s degree in a relevant technology field from an accredited college or university, required Master's degree, preferred Relevant professional certifications/designations such as Project Management Professional (PMP), The Open Group Architecture Framework (TOGAF), Professional Scrum certifications, Scaled Agile Framework (SAFe) Lean-Agile,and/or IT Infrastructure Library (ITIL), preferred 

Experience Required: 

Minimum of eight (8) years of relevant experience, including the following, is required: Minimum of three (3) years of experience in a supervisory/management position responsible for leading teams of direct reports in the ITS or technology field Experience in a role with leadership responsibilities in multi-year, multi-million-dollar system implementation projects involving high levels of stakeholder relationship management Experience with enterprise project management tools such as Microsoft Project, Smartsheet, Clarizen, Jira, Azure DevOps, GanttPro, etc. Experience delivering complex technical solutions for both operations- and academic-focused systems (ex: student information systems, digital curriculum, and educational technology systems) Minimum of ten (10) years of the experience above, strongly preferred

Knowledge, Skills, and Abilities:

Ability to develop and build an enterprise CMMI-Level 5 Project Management Office (PMO) with repeatable, predictable, and controllable PMO practices. Expertise in developing strategic solutions using knowledge of technical architecture, data domains, analytics solutions, software design and application development platforms Excellent interpersonal, verbal and written communication skills, including the ability to facilitate or lead presentations articulating new ideas and concepts to technical and non-technical audiences.  Ability to build collaborative relationships and coordinate with a variety of cross-functional stakeholders, including external partners, to support departmental and organizational success Ability to deliver complex technical solutions for both academic and operations-focused technology  High levels of integrity, honesty, credibility, and the courage and ability to make difficult yet necessary decisions Effective strategic planning capabilities, including the ability to establish long-term vision and goals, and align/manage activities toward goal fulfillment 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 Knowledge of operations, budget/finance, management and organizational development Ability to define problems, analyze data, and outline valid conclusions and action steps

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. The Chicago residency requirement does not apply to temporary/part-time positions, however, all CPS employees must be residents of Illinois. Be Fully Vaccinated Against COVID-19 - Unless approved for a medical or religious exemption, all employees are required to be up-to-date on COVID-19 vaccinations, including boosters, and to submit proof of vaccination to the district within 30 days of hire. “Up-to-date” on vaccination is defined as being at least two weeks past all primary vaccine doses and any applicable boosters.