Program Manager, Web Portfolio (Master) (On-site, Washington, DC)

About This Role

The DC Office of the Chief Technology Officer (OCTO) seeks a Master-level Program Manager to lead project management, reporting, and delivery oversight across the web team’s portfolio. The portfolio spans more than 100 agency websites; the flagship is the dc.gov redesign, which comprises design implementation, content migration, agency-wide launch, and integration of AI-powered search. You will bring structure, visibility, and accountability across the full portfolio, ensure each sub-project has a defined scope and milestone plan, and give OCTO leadership a clear, current picture of status across all active work.

Responsibilities

• Establish and maintain a portfolio-wide tracking system (RAID log, milestone schedules, dashboard) across all active web team projects
• Run a recurring status-reporting cadence to OCTO leadership across the full portfolio
• Partner with OCTO subject matter experts to define project requirements and scope, including initiatives that may need external vendor support
• Advise on vendor and contractor scoping and deliverables, drawing on SOW structure and government IT procurement norms
• Track risks, issues, dependencies, and action items across projects, and escalate to OCTO leadership as needed
• Report on project status, milestones, and delivery readiness across the portfolio, with the dc.gov relaunch as the flagship initiative
• Bring structure, visibility, and accountability across a portfolio of concurrent initiatives spanning more than 100 agency websites

Qualifications

• Bachelor’s degree in IT or a related field, or equivalent experience; qualifies for a Master-level role (16 plus years total experience)
• 11 plus years of program/project management experience, including large-scale website or CMS transition and migration projects
• Requirements gathering and project scoping working directly with subject matter experts (8 plus years)
• Drupal CMS content migration and administration (6 plus years) and website content-migration practices
• Stakeholder management in a multi-agency government or enterprise environment (10 plus years)
• Experience supporting or informing scope-of-work development for external vendor contracts (SOWs, deliverables, acceptance criteria)
• Strong communication, organizational, and stakeholder-management skills
• Preferred: PMP certification; website launch planning and change management; QA/content auditing; AI/ML project delivery familiarity; prior DC government or comparable public-sector experience

Required Skills

• Multi-project portfolio management: RAID logs, milestone schedules, dashboards, and prioritization across competing initiatives
• Requirements gathering and project scoping with subject matter experts
• Large-scale website and CMS transition, migration, and launch planning
• Drupal CMS content migration and administration
• Multi-agency government stakeholder management and executive status reporting
• Vendor and contract scoping support (SOWs, deliverables, acceptance criteria) and government IT procurement norms
• Risk, issue, and dependency tracking with escalation to leadership
• *Tools / domains:* Drupal CMS, project/portfolio management and reporting tooling, QA/content auditing, AI/ML delivery awareness

Keywords: Program Manager, Project Manager, Portfolio Manager, PMP, Program Management, Portfolio Management, RAID Log, Milestone, Roadmap, Drupal, CMS Migration, Content Migration, Website Redesign, Website Launch, Change Management, Stakeholder Management, SOW, Scope of Work, Vendor Management, Government IT, Public Sector, OCTO, DC Government, Quality Assurance, Content Audit, AI/ML Delivery, dc.gov