The City of Chicago is seeking a dynamic Head of Delivery to oversee our technology services and lead teams of technologists and business-focused staff. This senior-level role is pivotal in driving our city's digital transformation and delivering best-in-class technical services to our 30+ departments and stakeholders.

Position Overview:

In this role, you will collaborate with the CIO and senior leaders to implement a service-oriented operating model. You will be responsible for creating and growing our IT Delivery practice, including:

• Overseeing resource allocation and project execution to ensure teams are equipped to achieve objectives.
• Championing best practices in software engineering, data science, and digital/web services.
• Guiding Business Relationship Managers (BRMs) to align services with the city’s IT vision and strategic plan.
• Driving the transformation of the City’s websites and mobile applications for enhanced user experiences.
• Leading the development of a robust data science practice using AI and analytics.
• Managing vendor relationships, project timelines, budgets, and deliverables.
• Recruiting, hiring, and developing top technical talent to foster a culture of success and innovation.

Key Responsibilities:

• Execute projects approved by the Technology Strategy Group, Head of Planning and/or as authorized by the CIO in an efficient and judicious manner
• Oversee software engineering to ensure successful solution outcomes; champion best practices, development standards, and ensure goals for code quality, maintainability, security, and scalability
• Oversees Business Relationship Managers assigned to departments who are expected to have a robust understanding of business and technical priorities in their portfolio; understand the project demand backlog and system modification needs, and guide prioritization based on the City’s IT Vision and Strategic Plan
• Ensures solution alignment with the city’s technology architecture; reduce technical debt by application rationalization and modernization and contribute to platform standardization goals
• Oversees systems integrators and project modernization plans for major application overhauls such as Enterprise Resource Planning (ERP), Customer Information Systems (CIS), and Inspections, Permit, and Licensing Systems
• Ensures that solutions are digital-first, accessible, equitable, and focused on the best user experience for employees, residents, businesses, and other stakeholders
• Works with service owners and technical architects to design, manage, and/or execute product roadmaps that meet the needs of the user departments, while keeping the enterprise-wide goals in perspective
• Establishes a robust and professional PMO that develops and manages project plans, timelines, budgets, and key deliverables throughout the project life cycle

Minimum Qualifications:

Education, Training, and Experience

Graduation from an accredited college or university with a bachelor’s degree in information technology, Business, Computer Science, or a directly related field, plus ten (10) years of software engineering experience, or an equivalent combination of education, training, and experience.

MBA or master’s degree, preferred

Licensure, Certification, or Other Qualifications

Applicable professional licenses or certifications relative to the specific responsibilities of the position may be required

Why Join Us?

Be part of a forward-thinking team shaping the future of Chicago’s technology landscape. Engage in impactful projects that enhance the lives of residents, businesses, and city employees. Enjoy a collaborative and inclusive work environment with opportunities for professional growth.

Apply now and help drive Chicago’s digital transformation as our Head of Delivery! Send cover letter and resume to DTIHiring@cityofchicago.org

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