Senior Project Manager - Health Insurance

Role Description

We are seeking a highly motivated Senior Project Manager - Health Insurance to support our Stop Loss business and lead critical cross-functional initiatives from planning through implementation. This role will be responsible for driving strategic and operational projects that support a multi-million-dollar portfolio of initiatives impacting:

• Underwriting
• Actuarial
• Finance
• Sales
• Account Management
• Marketing
• Product Teams

The ideal candidate takes initiative, solves complex problems, and is comfortable making decisions with limited direction. This individual will be expected to quickly learn our systems, understand business processes, and advance existing projects while identifying opportunities for continuous improvement.

This position offers a unique opportunity for someone interested in expanding their career into Product Management, with anticipated growth into product-focused responsibilities within the next 12–18 months.

Key Responsibilities

• Lead and manage strategic and operational projects supporting the Stop Loss business from initiation through completion.
• Partner with stakeholders across various departments to execute business priorities.
• Drive project plans, milestones, dependencies, risks, and deliverables to ensure successful outcomes.
• Learn and navigate healthcare insurance systems and processes.
• Advance existing projects, remove roadblocks, and identify opportunities to improve processes and business results.
• Analyze issues, evaluate options, and make sound recommendations and decisions.
• Communicate project status, risks, and key decisions to leadership and stakeholders.
• Adapt priorities as business needs evolve and support the ebb and flow of initiatives across the Stop Loss organization.
• Contribute to strategic discussions and gradually assume product-oriented responsibilities as business needs evolve.

Qualifications

• 7+ years of professional experience in project management, program management, or related business leadership roles.
• Healthcare industry experience required, ideally within health insurance or employee benefits.
• Demonstrated success leading complex, cross-functional projects with multiple stakeholders.
• Strong problem-solving, critical thinking, and decision-making capabilities.
• Ability to take initiative, work independently, and drive progress in ambiguous situations.
• Excellent collaboration, relationship-building, and communication skills.
• Growth mindset with a demonstrated ability to learn new systems, processes, and business functions.
• Interest in growing into Product Management responsibilities over time.

Requirements

• Experience in Stop Loss (Preferred)
• Bachelor's degree (Required) and specialized training/relevant professional qualification and experience.

Benefits

• Comprehensive medical, dental, and vision coverage.
• Paid time off.
• Retirement savings options.
• Wellness programs and other resources, based on eligibility.

Company Description

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.