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IT Program Director

Compunnel, Inc., Chicago

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The IT Program Director oversees large-scale IT initiatives, providing program-level leadership for multiple Project Managers while ensuring successful delivery of complex technology programs.

This role manages major healthcare/insurance domain projects, drives executive-level reporting, leads cross-functional coordination, and ensures rigorous testing, governance, and risk management practices.

The position also requires strong engagement with stakeholders across various internal systems and technology groups.

Key Responsibilities

  • Provide program-level oversight and direction for 1–2 IT Project Managers.
  • Manage large-scale IT programs and multiple concurrent initiatives.
  • Ensure delivery of scope within planned timelines, costs, and success criteria.
  • Build, manage, and mentor high-performing teams with strong engagement.
  • Executive Reporting & Stakeholder Management
  • Deliver executive-level updates and status reports.
  • Identify and maintain positive relationships with stakeholders.
  • Maintain regular communication with partners, suppliers, and internal teams.
  • Define and implement comprehensive communication and governance models.
  • Ensure stakeholder concerns and expectations are understood and addressed.
  • Testing & Quality Assurance Oversight
  • Oversee SIT, UAT, and end-to-end testing processes.
  • Manage the lead test group and support testing strategy and scenario definition.
  • Participate in defect triage, understand business impact of defects, and support root-cause analysis.
  • Ensure adherence to QA processes, continuous improvement plans, and organizational quality benchmarks.
  • Conduct requirements analysis, scope control, and prioritization.
  • Drive creation of project standards such as design documents and traceability matrices.
  • Consolidate and validate technical estimates, resource plans, and boundary assumptions.
  • Conduct impact analysis for changes affecting scope, estimates, or resource loading.
  • Project Planning & Scheduling
  • Identify and plan end-to-end project activities to meet acceptance criteria.
  • Plan and manage multiple small to medium‑size projects or modules.
  • Identify risks, dependencies, and schedule delays; implement mitigation strategies.
  • Fast‑track schedules where feasible and track progress regularly.
  • Identify and track risks, issues, and dependencies affecting project KPIs.
  • Follow escalation paths and ensure effective documentation and communication.
  • Configuration & Process Management
  • Ensure configuration management processes are followed.
  • Demonstrate work during configuration audits and support corrective actions.
  • Define the right tooling strategy and guide teams to develop high‑quality work products.
  • Governance & Compliance
  • Establish continuous quality improvement plans and tailor quality guidelines for project needs.
  • Identify root causes of challenges and implement corrective/preventive actions.
  • Domain, Technology & Solution Expertise
  • Support research to stay updated on healthcare/insurance environment and competitive landscape.
  • Map business requirements to technology needs and guide solution design
  • Present solutions and roadmaps to customers and support development of POCs.
  • Analyze project profitability and prepare resource‑based cost sheets.
  • Support deal pricing and estimation for complex projects.
  • Contribute to account management activities and KPIs.
  • Knowledge Management & Organizational Contribution
  • Establish project‑level KM plans and enable knowledge sharing.
  • Contribute learnings to the organizational KM repository.
  • Participate in forums, adopt reusable methodologies, and promote productivity improvements.
  • Assess team skills and create development and enhancement plans.
  • Foster innovation and support team members’ career aspirations.
  • Provide feedback, coaching, and conflict resolution.

Required Qualifications

  • Proven ability to manage large, complex IT programs in healthcare or insurance domains.
  • Strong communication skills for executive reporting and stakeholder engagement.
  • Deep understanding of testing methodologies, QA processes, and end‑to‑end test cycles.
  • Ability to navigate cross‑functional teams and complex organizational structures.
  • Experience with systems including:
  • Clinical Data Platform (CDP)
  • Condition Identification & Stratification tools
  • Digital Enablement (interaction tracking)
  • Correspondence Center (letters system)
  • Ability to manage scope, schedule, budget, risks, and quality for multi‑million‑dollar IT programs.
  • Experience with estimation, resource planning, governance models, and software delivery methodologies.
  • Strong knowledge of project management methodologies (Agile, SDLC, quantitative metrics).

Preferred Qualifications

  • Familiarity with Client's Care Management initiatives, including the Healthy Innovations Platform (HIP).
  • Experience with Healthy Returns System (HRS).
  • Experience managing SIT, UAT, and end‑to‑end test governance at enterprise scale.
  • Background in profitability management, pricing models, and complex proposal reviews.
  • Ability to assess industry parameters and support market sensing initiatives.

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