Senior Director, IT Chief of Staff – Portfolio Management

This is a fully remote position, open to applicants in United States.

📋 Description

• Provide guidance and facilitate decision-making for the Chief Data Officer (CDO) by consolidating data, crafting executive communications, and aligning leadership priorities.

• Oversee the governance of the technology portfolio, which includes managing initiative intake, prioritization, governance frameworks, and reporting on status.

• Propel the execution of intricate, cross-departmental initiatives that encompass technology, clinical operations, regulatory compliance, and business functions.

• Supervise annual and multi-year planning for technology investments alongside Technology, Finance, and business leaders.

• Create tools and processes to monitor spending performance, value realization, and decisions regarding build versus buy.

• Establish and uphold operational rhythms for the CDO organization, including leadership meetings, governance forums, and planning cycles.

• Generate scorecards, KPIs, and operational dashboards for the CDO, CEO, and Board Committees.

• Assist in the adoption of operating models, transformation initiatives, and improvements in execution maturity.

• Execute supervisory duties such as interviewing, hiring, training, assigning tasks, appraising performance, and resolving issues.

⛳️ Requirements

• 8–12 years of advancing experience in digital strategy, program management, technology portfolio governance, or a related strategic operations area.

• 3+ years of experience in a healthcare payer, managed care, or Medicare Advantage setting.

• Proven knowledge of CMS regulatory standards, HIPAA compliance, and health plan operations.

• Documented experience in leading and governing intricate, cross-functional technology or digital portfolios with quantifiable results.

• Established record as a strategic consultant or operating partner to C-suite or senior executive leaders, including the preparation of board-level communications and executive decision support.

• Experience in creating and implementing PMO governance frameworks, portfolio management methodologies, and organizational operating rhythms.

• Bachelor’s degree in Business Administration, Information Technology, Healthcare Administration, Health Informatics, or a related field; alternatively, 4 years of relevant experience may substitute for a degree.

• Knowledge of structured program and project management methodologies (e.g., PMI/PMP, Agile, SAFe, or similar); formal training or practical experience is acceptable.

• Familiarity with HIPAA compliance regulations and CMS frameworks relevant to Medicare Advantage plan operations.

• Capability to design and manage governance structures, oversee multi-initiative portfolios, and ensure strategic alignment, investment discipline, and accountability in delivery at scale.

• Proven skill in creating board-ready materials, translating complex technology portfolios into business narratives, and influencing senior leaders across technology, clinical, finance, and compliance domains.

• In-depth understanding of digital transformation principles, product-centric operating models, and the organizational changes necessary to maintain them in a regulated Medicare Advantage context.

• Working knowledge of Medicare Advantage plan operations, CMS regulations, Stars programs, risk adjustment, and HIPAA compliance.

• Demonstrated ability to coordinate delivery across vendor partners, product teams, engineering, clinical operations, and business units within a complex, matrixed organization.

• Familiarity with AI/ML applications relevant to healthcare operations.

• Required licensure: None

🏝️ Benefits

• Competitive salary and performance-based bonuses.

• Comprehensive health benefits including medical, dental, and vision coverage.

• Opportunities for professional development and continuous learning.

• Flexible work arrangements and a supportive work environment.

• Employee wellness programs and resources.