Senior IT Program Leader — Digital Transformation

Jobtailor; San Diego (CA); Hybrid; USD 120,000 - 180,000; Full time

Job summary

Jobtailor is seeking a senior IT Program Manager in San Diego County to lead complex, multi-department IT programs from inception to delivery. You will partner with County Technology Office and stakeholders to define scope, governance, and implementation strategies, while managing multi-vendor resources and ensuring on-time, on-budget outcomes.

The role requires extensive program leadership, strong financial management, and excellent communication skills.

Qualifications

• Bachelor’s degree in information technology, Information Systems, Computer Science, or related field
• Minimum of 12 years’ experience leading complex IT projects or programs
• Experience managing multi-vendor and cross-organizational resources
• Experience with financial management, including forecasting, budget estimation, and performance metrics
• PMP and/or Agile certification preferred

Responsibilities

• Lead full lifecycle execution of complex IT programs across multiple departments
• Partner with the County Technology Office and stakeholders to define requirements, scope, and implementation strategies
• Build and manage strong customer relationships
• Establish and enforce program governance, delivery methodologies, and reporting standards
• Promote PMO standards, SOPs, and continuous improvement
• Coordinate delivery across architecture, application development, infrastructure, business analysis, and QA portfolios
• Coordinate intake-to-delivery transition with the Project Initiation PMO
• Supervise, coach, and performance-manage Project Managers within the Project Delivery PMO
• Optimize resource allocation and development capacity
• Provide leadership, mentorship, and guidance to delivery teams
• Serve as senior escalation point for delivery impediments and remove blockers
• Liaise with County leadership on delivery execution and escalations
• Oversee forecasting, budget management, and performance metrics
• Manage SOWs, proposals, project estimates, and staffing plans
• Identify and mitigate program-level risks, issues, and dependencies
• Maintain program dashboards, forecasting data, and executive reporting
• Deliver executive briefings, roadmaps, and status updates

Skills

Program Management

Stakeholder Engagement

Team Leadership

Financial Management

Risk Management

Education

Bachelor's degree

Master's degree

Tools

MS Project

ServiceNow

Jira

Azure DevOps

Job description

Jobtailor is seeking a senior IT Program Manager in San Diego County to lead complex, multi-department IT programs from inception to delivery. You will partner with County Technology Office and stakeholders to define scope, governance, and implementation strategies, while managing multi-vendor resources and ensuring on-time, on-budget outcomes.

The role requires extensive program leadership, strong financial management, and excellent communication skills.