About The Position

The Senior Director, Portfolio Performance & Project Delivery translates enterprise technology strategy into a prioritized, executable investment portfolio. Reporting to the Chief Information Officer, this leader directs enterprise portfolio governance, the IT PMO, program and project delivery standards, resource and capacity planning, dependency management, delivery risk, and benefits realization. The role provides executives with transparency and decision support to align investments, resolve tradeoffs, and deliver measurable business outcomes. The position owns the integrated technology portfolio and enterprise roadmap, leads portfolio prioritization and performance reviews, and establishes practical delivery standards and objective measures of project and portfolio health. It works with IT leaders and IT Finance to manage capacity, dependencies, budgets, forecasts, investment performance, risks, and outcomes. The Senior Director also leads executive reporting and benefits realization, supports corrective action and escalation, and improves portfolio and project management maturity. This leader builds and leads a high-performing enterprise portfolio and delivery organization, developing talent and fostering accountability, disciplined execution, transparency, collaboration, and continuous improvement. The work schedule is remote-centric hybrid.

Requirements

  • Bachelor's degree in Computer Science, Information Systems, Data Engineering, Business, or a related field is required.
  • Ten or more years of progressive leadership experience in enterprise portfolio management, program and project management, technology delivery, transformation, or related disciplines, including responsibility for complex cross-functional initiatives and significant investment portfolios.
  • Seven or more years leading managers, portfolio leaders, program managers, project managers, or delivery teams, with accountability for enterprise planning, execution, financial performance, talent development, and measurable business outcomes.
  • Proven senior leadership of enterprise portfolio management, program and project delivery, transformation governance, or technology PMO organizations in complex, highly regulated environments.
  • Experience developing and executing enterprise portfolio strategies, governance frameworks, prioritization models, integrated roadmaps, and delivery operating models that align investments with business strategy.
  • Deep expertise in enterprise portfolio management, program and project governance, financial and capacity planning, dependency management, delivery risk, executive reporting, and benefits realization.
  • Knowledge of healthcare operations, regulatory requirements, technology delivery practices, and operational dependencies involved in supporting distributed clinical and business environments.
  • Demonstrated ability to influence senior executives, facilitate enterprise prioritization, resolve competing demands, and align technology investments with business strategy, capacity, risk, and measurable outcomes.
  • Proven success leading organizational change and enterprise adoption of disciplined portfolio, program, and project delivery practices.
  • Exceptional leadership, communication, stakeholder management, and decision-making skills.

Nice To Haves

  • Master's degree preferred.

Responsibilities

  • Own the integrated technology portfolio and enterprise roadmap across programs, projects, implementations, and strategic initiatives.
  • Lead prioritization and sequencing decisions; establish portfolio health and investment visibility; manage cross-enterprise dependencies; and recommend tradeoffs to improve delivery confidence and business value.
  • Establish practical program and project management standards, including consistent planning, milestone management, RAID management, project health, stage gates, escalation, and closure.
  • Establish objective measures of schedule, cost, scope, resource utilization, delivery confidence, benefits, and outcomes, along with a consistent definition of project and portfolio health.
  • Create enterprise visibility into available and committed IT capacity; identify over-allocation, resource conflicts, skill gaps, competing priorities, and future capacity requirements; and partner on resource plans and capacity tradeoffs.
  • Maintain an enterprise technology roadmap and integrated delivery plan, identifying dependencies across applications, infrastructure, cybersecurity, data, M&A, vendors, and business initiatives.
  • Partner with IT Finance and technology leaders to provide visibility into project budgets, forecasts, actuals, labor utilization, investment performance, and portfolio-level financial performance.
  • Lead the technology portfolio performance cadence and Monthly Operating Review, driving decisions, assigning corrective actions, escalating unresolved issues, and holding leaders accountable for recovery plans and results.
  • Produce CIO and executive reporting, including portfolio dashboards, delivery scorecards, capacity views, major risks, investment performance, and items requiring leadership intervention.
  • Ensure initiatives have defined outcomes and measures of success; track expected versus realized benefits and conduct post-implementation reviews for major initiatives.
  • Identify deteriorating projects, unresolved dependencies, resource constraints, financial variance, and other threats early enough for leadership intervention.
  • Improve portfolio and project management maturity, focusing on speed, transparency, accountability, predictability, and business outcomes.
  • Build and lead a high-performing enterprise portfolio and delivery organization; establish accountability and role expectations; develop portfolio and project management talent; and foster disciplined execution, transparency, collaboration, and continuous improvement.

Benefits

  • Paid Time Off, with a minimum of 20 days and up to 25 days per calendar year depending on position and accrual.
  • Medical insurance.
  • Dental insurance.
  • Vision insurance.
  • Life insurance.
  • Disability benefits.
  • Healthcare FSA, Dependent Care FSA, and Limited Healthcare FSA.
  • Transportation and Parking FSA.
  • Health Savings Account (HSA).
  • Matching 401(k) plan.
  • Nine observed holidays.
  • Paid family leave.
  • Training and opportunities for professional growth.
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