Senior Project Manager - Health Insurance

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, and 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 underwriting, actuarial, finance, product, sales, account management, marketing, and operations to execute business priorities.
• Drive project plans, milestones, dependencies, risks, and deliverables to ensure successful outcomes.
• Learn and navigate healthcare insurance systems and processes, including projects involving Aetna platforms and workflows.
• 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.

Required 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.