Senior Manager, Retail Rx Product Office Operations & Portfolio Management

CVS Health is building a more connected, convenient, and compassionate health experience around every individual. The Senior Manager will lead product office operations and portfolio management for Retail Pharmacy Technology, connecting strategy to execution through governance, roadmap planning, prioritization, OKR management, executive reporting, and continuous improvement.

Responsibilities:

• Partner with Product and Engineering leaders to maintain an integrated Retail Pharmacy Technology roadmap
• Manage portfolio planning processes, quarterly planning cycles, and roadmap reviews
• Drive visibility into cross-team dependencies, risks, sequencing decisions, and execution milestones
• Prepare materials and recommendations to support investment and prioritization discussions
• Ensure alignment of portfolio activities with value streams and strategic business priorities
• Use Jira to monitor delivery progress, milestones, dependencies, risks, and portfolio commitments across product teams
• Own day-to-day administration of intake, demand management, and portfolio review processes
• Evaluate incoming requests against strategic objectives, capacity constraints, and business value criteria
• Facilitate prioritization discussions across stakeholders and product teams
• Maintain governance artifacts, decision logs, and portfolio documentation
• Partner with business and product leaders to define and maintain OKRs and success metrics
• Develop reporting frameworks that connect delivery performance to improvements in pharmacy workflow, colleague experience, consumer engagement, operational efficiency, and business value
• Track portfolio performance, benefits realization, operational metrics, and value delivery.Design and maintain executive dashboards and portfolio scorecards using Tableau, Power BI, or comparable business intelligence platforms to highlight progress, risks, dependencies, capacity, and value realization
• Create executive-ready presentations, business reviews, and leadership updates
• Develop concise narratives that connect technology investments to business outcomes
• Support preparation of board, ELT, and senior leadership materials
• Translate complex delivery and portfolio information into clear, actionable insights
• Support the evolution of Product Office governance, planning, and execution processes
• Drive consistency across portfolio management practices, templates, and reporting. Identify opportunities to streamline processes and improve decision-making
• Partner with Product, Engineering, and Operations leaders to strengthen execution discipline and accountability
• Improve data quality and reporting consistency by establishing common Jira practices, portfolio data standards, and dashboard governance

Requirements:

• 7+ years of experience in product management, portfolio management, program management, strategy, or business operations
• Experience supporting large-scale product portfolios within a technology organization
• Strong understanding of Agile delivery, roadmap planning, and product operating models
• Hands-on experience using Tableau, Power BI, or comparable dashboard platforms to develop portfolio reporting, visualize trends, and translate complex data into actionable leadership insights
• Demonstrated experience developing executive communications and leadership presentations
• Strong analytical skills with experience establishing KPIs, dashboards, and performance measurement frameworks
• Proven ability to influence and drive alignment across multiple stakeholders
• Excellent communication, organization, and problem-solving skills
• Strategic and critical thinker who makes balanced, fact-based decisions with consideration for broader portfolio and business impacts
• Proactively identifies risks, evaluates alternatives, and recommends practical solutions
• Prioritizes work with an appropriate sense of urgency based on deadlines, team commitments, and enterprise goals
• Builds strong, collaborative relationships across senior management, business units, product teams, and external partners
• Self-directed and comfortable stepping in where needed to advance team and portfolio priorities
• Creates an inclusive environment where colleagues feel welcomed, respected, and able to contribute fully
• Tailors communication to the audience and confidently facilitates cross-functional discussions
• Clearly connects product and portfolio decisions to broader strategy and desired business outcomes
• Supports the development of junior colleagues through coaching, mentoring, and knowledge sharing
• Experience in healthcare, retail technology, or digital product organizations
• Experience with portfolio management, investment planning, or governance functions
• Familiarity with OKR frameworks and value realization methodologies
• Experience supporting executive leadership teams and strategic initiatives
• Strong PowerPoint storytelling and executive communication skills