Senior IT Project Manager (5504) - Department of Technology

The DT Project Management Office (PMO) oversees a portfolio of 100+ IT projects, leading critical initiatives that modernize IT infrastructure and applications.

Our focus includes AI adoption, cloud transformation, business automation, asset management, CRM, data management and data lakes, collaboration tools, network and voice modernization, data center optimization, wireless access, public safety radio, cybersecurity, IT resiliency, and service management.

The DT PMO is seeking an experienced Senior IT Project Manager to lead complex, high-impact technology modernization initiatives that support enterprise business objectives and improve services for residents.

This role is responsible for managing large-scale, cross-functional projects from initiation through implementation, ensuring successful delivery of technology solutions that enhance operational efficiency, strengthen security, improve customer experience, drive innovation, and reduce costs.

The Senior IT Project Manager serves as a strategic partner to business and technology leaders, vendors, and stakeholders, providing leadership, governance, and oversight for mission-critical projects.

The ideal candidate is a highly collaborative leader with exceptional communication, stakeholder management, and project delivery skills, capable of navigating complex organizational environments and driving successful outcomes.

A successful Senior IT Project Manager will

• Deliver complex technology modernization initiatives that achieve measurable business outcomes.
• Effectively manage competing priorities across multiple departments and stakeholder groups.
• Build strong partnerships with business leaders, vendors, and technical teams.
• Drive organizational change and user adoption while minimizing operational disruption.
• Establish trust through transparency, accountability, and consistent delivery of results.

This position will lead initiatives including

• Modernization of enterprise telephony and communications platforms, including migration from legacy on-premises solutions to Cisco voice and contact center technologies.
• Deployment of modern workplace communication tools, including Teams softphones, desk phones, mobility solutions, and collaboration technologies.
• Enterprise Service Desk modernization initiatives within a shared ServiceNow environment, ensuring alignment with governance standards, operational readiness, and long-term platform sustainability.

The IT Project Manager will perform duties including, but not limited to:

Project Leadership & Strategic Oversight

• Lead complex, multi-year IT modernization projects from planning through implementation and operational transition.
• Define project scope, objectives, deliverables, timelines, budgets, resource plans, and success metrics.
• Develop and maintain project charters, work plans, risk registers, communication plans, and executive reporting.
• Ensure projects are delivered on schedule, within budget, and aligned with organizational priorities.

Stakeholder Engagement & Collaboration

• Serve as the primary liaison between IT leadership, business departments, vendors, and external partners.
• Build consensus among diverse stakeholder groups and facilitate effective decision-making.
• Communicate project status, risks, recommendations, and business impacts to executive leadership and governance bodies.
• Translate complex technical concepts into clear business-focused communications.

Technical & Operational Execution

• Oversee implementation activities including system integration, testing, deployment, user acceptance testing (UAT), and production readiness.
• Coordinate technology modernization efforts involving telecommunications, cloud services, ServiceNow, infrastructure, and enterprise applications.
• Ensure compliance with organizational security, architecture, and governance standards.

Risk, Change, and Vendor Management

• Identify project risks, dependencies, and issues; develop and execute mitigation strategies.
• Lead organizational change management efforts, including communication, training, and user adoption activities.
• Manage vendor relationships, procurement activities, contract execution, and third-party consulting engagements.
• Monitor vendor performance and ensure contractual deliverables are achieved.

Governance and Continuous Improvement

• Support enterprise project governance, portfolio management processes, and project management best practices.
• Develop and present project performance metrics, dashboards, and recommendations to leadership.
• Promote continuous improvement and adoption of industry best practices in project delivery and service management.

Leadership and Team Development

• Lead cross-functional teams in a matrixed environment and foster a culture of accountability, collaboration, and transparency.
• Provide mentorship and guidance to project team members and junior project management staff.
• Encourage innovation, professional growth, and continuous learning.
• Maintain awareness of industry trends and best practices.

Performs other related duties as required.