Senior Manager – Project Program Management

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

📋 Description

• Direct complex programs that consist of various interdependent projects and workstreams from their definition and planning stages to implementation and stabilization.

• Develop and sustain integrated program roadmaps that link project plans, milestones, dependencies, decision points, delivery sequencing, and outcome targets.

• Collaborate with project and workstream leaders to ensure alignment of scope, timelines, resources, readiness, and deliverables with program goals.

• Identify barriers and tradeoffs across projects, drive the resolution of issues and escalations, and facilitate necessary decisions.

• Establish and oversee program governance, decision-making forums, escalation pathways, and operational rhythms.

• Manage program-level RAID (Risks, Assumptions, Issues, Dependencies) management.

• Track program health through integrated milestones, performance metrics, and outcome assessments.

• Prepare succinct executive reports detailing program status, risks, interdependencies, decisions, and outcomes.

• Align sponsors, project leaders, and functional leaders on priorities, scope, timing, decisions, and delivery risks.

• Facilitate discussions across various functions including business, product, technology, and operations.

• Present program health, dependencies, decisions, risks, mitigation strategies, and outcomes to senior leadership and governance forums.

• Coordinate comprehensive implementation readiness, handoffs, release and go-live dependencies, and stabilization requirements.

• Supervise program-level issue triage, dependency management, and readiness planning.

• Define and monitor program outcomes, value metrics, and benefits realization.

⛳️ Requirements

• 8-10 years of experience in project management, program management, PMO, or a related area, with increasing responsibilities in complex, cross-functional programs.

• PMP, PgMP, or a similar certification.

• Proven experience in leading programs consisting of multiple interdependent projects or workstreams throughout planning, implementation, and stabilization phases.

• Experience in creating integrated program roadmaps and managing cross-project milestones, dependencies, risks, decisions, delivery sequencing, and outcome measures.

• Background in establishing or supporting program governance, executive reporting, escalation processes, and leadership decision-making.

• Experience in preparing executive-facing program materials, integrated reports, dashboards, decision papers, and strategic summaries for senior leadership.

• Ability to translate unclear or emerging business needs into program structures, governance, scalable tools, operating approaches, and execution practices.

• Experience in coordinating with business, project, product, technology, and operational stakeholders.

• Proven ability to identify systemic delivery gaps, cross-project dependencies, and program risks.

• Experience in defining and tracking program outcomes, value measures, benefits, or other indicators of realization.

• Strong analytical, organizational, strategic planning, and problem-solving abilities.

• Extensive experience with Agile, Waterfall, and Hybrid project management methodologies.

• Proficiency in using Microsoft Project (MPP), Jira, Asana, Smartsheet, Monday.com, and other comparable platforms.

• Advanced skills in Microsoft Office Suite, including Excel, PowerPoint, Word, and Teams.

• Familiarity with Miro, Mural, Microsoft Whiteboard, or similar collaboration and digital whiteboarding tools.

• Strong systems thinking and business acumen.

• Capability to influence cross-functional leaders, resolve competing priorities, and drive alignment and accountability without direct authority.

• Exceptional verbal and written communication skills.

• Ability to navigate ambiguity and structure complex programs.

• Bachelor’s degree required, or equivalent experience, preferably in Business, Healthcare Administration, Operations Management, or a related field.

🏝️ Benefits

• CVS Health bonus, commission, or short-term incentive program.

• Award target in the company’s equity award program.

• Medical coverage.

• Dental coverage.

• Vision coverage.

• Paid time off.

• Retirement savings options.

• Wellness programs.

• Additional resources supporting physical, emotional, and financial well-being.