Director of Technology

The City of Danbury is announcing an Open Competitive Exam for the position of

The Director of Technology serves as the City's chief information technology executive and Chief Information Security Officer. As a member of the senior leadership team, the Director is responsible for providing strategic direction, operational oversight, security, and fiscal management for all IT functions supporting approximately 550 users across every City department, including a fully integrated web-based enterprise system.

This position was established to offer expert, independent assessment of both the Technology Services Department and the City’s overall technology needs. The Director is expected to evaluate current systems, staffing, service levels, and expenditures; identify gaps and opportunities; and develop and implement a multi-year plan to modernize the City’s use of technology while ensuring uninterrupted service delivery.

The Director leads this transformation by building consensus among department heads, earning the confidence of City staff, and developing a cohesive, motivated, and high-performing IT team. The Director exercises broad independent judgment, sets policy within assigned responsibilities, advises the Mayor and department heads on technology investments and risks, and is accountable for enterprise-wide results rather than a single functional area.

• Needs Assessment and Strategic Planning
• Conducts a comprehensive assessment of the Technology Services Department, including staffing, skills, workload, service levels, vendor relationships, infrastructure, security, capital projects, and budget.
• Conducts an enterprise-wide assessment of technology needs, both hardware and software, across all City departments, meeting directly with department heads to understand operational requirements, pain points, and priorities.
• Develops, maintains, and executes a multi-year Information Technology strategic plan and technology roadmap aligned with the City's operational goals, capital plan, and financial capacity.
• Establishes measurable service standards, performance metrics, and reporting to objectively evaluate progress, service quality, and return on technology investment.
• Evaluates emerging technologies and programs to determine which solutions meaningfully advance City business requirements, distinguishing genuine operational value from vendor-driven trends.
• Advises the Mayor, City Council, and department heads on technology policy, investment decisions, risk, and the long-range implications of proposed initiatives.

• Leads the planning, communication, and execution of organizational and technological changes, including system replacements, process redesigns, service consolidations, and the adoption of new standards.
• Builds cross-departmental support for change by engaging stakeholders early, clearly explaining the rationale, anticipating resistance, and adjusting approaches to address legitimate concerns.
• Develops comprehensive change management, training, and user adoption plans to ensure efficient onboarding and effective use of new systems across the organization.
• Manages competing priorities and limited resources by sequencing initiatives to maintain the stability of critical services during transitions.
• Establishes governance structures—such as a technology steering committee, project intake and prioritization processes, and standards reviews—to ensure decision-making is transparent and consistent.
• Monitors security vulnerabilities and leads routine security reviews and seminars throughout the organization.

• Leads, supervises, mentors, and develops…