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