Sr Manager - Project Program Management

We’re building a world of health around every individual — shaping a more connected, convenient and compassionate health experience. At CVS Health®, you’ll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselves accountable and prioritize safety and quality in everything we do. Join us and be part of something bigger – helping to simplify health care one person, one family and one community at a time. Position Summary The Sr. Manager, Program Management will lead and coordinate complex, multi-workstream transformation and operational programs across the organization. This role partners closely with business, project, product, technology, and operational stakeholders to translate strategic objectives into an integrated program roadmap; align interdependent projects and workstreams; manage program-level milestones, dependencies, risks, decisions, governance, and benefits; and provide executive-ready visibility into progress and outcomes. The Senior Manager establishes the structures and operating cadence needed to keep interconnected work aligned to program objectives, resolve cross-project barriers, and support successful implementation and value realization. Primary Job Duties & Responsibilities: Program Leadership & Integrated Planning - Lead complex programs composed of multiple interdependent projects and workstreams from definition and planning through implementation and stabilization. · Build and maintain an integrated program roadmap that connects project plans, milestones, critical dependencies, decision points, delivery sequencing, and outcome targets. · Coordinate project and workstream leaders to ensure scope, timing, resources, readiness, and deliverables remain aligned to program objectives and leadership priorities. · Identify cross-project barriers and tradeoffs, drive issue resolution and escalation, and facilitate decisions required to maintain program momentum. · Apply consistent program management standards and operating practices across participating workstreams while allowing appropriate project-level execution flexibility. Program Governance, Risk, and Delivery Visibility • Establish and manage program governance, decision forums, escalation paths, and operating cadences across interdependent workstreams. · Maintain program-level RAID management, with emphasis on systemic risks, cross-project dependencies, decision needs, and impacts to overall outcomes. · Monitor program health using integrated milestones, performance indicators, and outcome measures; identify trends, gaps, and corrective actions. · Synthesize program status, risks, interdependencies, decisions, and outcome signals into concise, decision-useful executive reporting. · Ensure consistent reporting and transparent visibility across the program for senior leadership and governance forums. Executive Reporting and Stakeholder Alignment • Develop executive-ready updates that connect project and workstream activity to program objectives, strategic priorities, and anticipated business outcomes. · Partner with program sponsors, project leaders, and functional leaders to align priorities, scope, timing, decisions, and delivery risks across the program. · Facilitate cross-functional discussions involving business, product, technology, and operations to resolve competing priorities and maintain alignment. · Present program health, cross-project dependencies, key decisions, risks, mitigation strategies, and outcomes to senior leaders and governance forums. · Influence stakeholders without direct authority and create shared accountability for program commitments. Implementation Readiness and Cross-Functional Execution • Coordinate integrated implementation readiness across projects and workstreams, including readiness criteria, handoffs, release/go-live dependencies, and stabilization needs. · Partner with operational and technical teams to align major milestones and ensure implementation sequencing supports end-to-end program outcomes. · Oversee program-level issue triage, dependency management, and readiness planning for major releases or implementation events. · Define and track program outcomes, value measures, and benefits realization in partnership with business owners; surface variances and actions needed to protect expected value. Required Qualifications Experience: • 8-10 years of experience in project management, program management, PMO, or a related field with increasing responsibility in complex, cross-functional programs • PMP, PgMP, or related certification • Demonstrated experience leading programs made up of multiple interdependent projects or workstreams from planning through implementation and stabilization. • Experience developing integrated program roadmaps and managing cross-project milestones, dependencies, risks, decisions, delivery sequencing, and outcome measures. • Experience establishing or supporting program governance, executive reporting, escalation, and leadership decision-making. Technical & Process Skills: • Experience creating executive-facing program materials, integrated reporting, dashboards, decision papers, and strategic summaries for senior leadership. • Experience translating ambiguous or emerging business needs into program structures, governance, scalable tools, operating approaches, and execution practices. • Experience coordinating across business, project, product, technology, and operational stakeholders to align interdependent work and outcomes. • Experience identifying systemic delivery gaps, cross-project dependencies, and program risks; surfacing them early and driving resolution or escalation. • Experience defining and tracking program outcomes, value measures, benefits, or other indicators of realization. • Strong analytical, organizational, strategic planning, and problem-solving skills. • Extensive experience delivering projects using Agile, Waterfall, and Hybrid project management methodologies. • Proven experience utilizing project management and work management tools such as Microsoft Project (MPP), Jira, Asana, Smartsheet, Monday.com , and other comparable platforms. • Advanced proficiency with the Microsoft Office Suite, including Excel, PowerPoint, Word, and Teams. • Experience with collaboration, facilitation, and digital whiteboarding tools such as Miro, Mural, Microsoft Whiteboard, or similar platforms. Leadership & Soft Skills: • Strong systems thinking and business acumen, with the ability to connect interdependent operational and technical work to broader business outcomes. • Demonstrated ability to influence cross-functional leaders, resolve competing priorities, and drive alignment and accountability without direct authority. • Exceptional verbal and written communication skills, including executive synthesis, strategic framing, facilitation, and decision support. • Ability to navigate ambiguity, structure complex programs, and establish clarity across multiple projects, stakeholders, and priorities. • Ability to represent program health, decisions, risks, and outcomes in senior leadership and governance settings with clear communication and sound judgment. Preferred Qualifications: • Experience in healthcare, managed care, operations, transformation, or similarly complex matrixed environments. • Experience leading or supporting large-scale transformation programs involving business and technology partnership. • Experience with program portfolio reporting, integrated planning, governance, and collaboration tools used to drive enterprise delivery visibility. • Experience with benefits realization, outcome measurement, or value-based program management. • Experience operating in a PMO or enterprise transformation environment with standardized program management practices. • Experience utilizing AI-enabled tools and agents (e.g., Microsoft Copilot) to accelerate project execution and improve deli