Associate Director, Stop-Loss Product Development

Sun Life•Wellesley, MA

10d•$116,500 - $174,800•Hybrid

About The Position

Sun Life embraces a hybrid work model that balances in-office collaboration with the flexibility of virtual work in the contiguous states plus AK. The opportunity: We are seeking an Associate Director, Stop-Loss Product Development to support the design, development, and execution of our stop-loss and risk-based product strategy for self-funded employers. This role leads defined product initiatives and workstream within the broader product portfolio, contributing to innovation, growth, and ongoing competitiveness. This role combines hands-on execution, cross-functional leadership, and subject matter expertise, with opportunities to independently lead discrete product initiatives while operating within a Director-led strategy and governance framework.

Requirements

Ability to work with a diverse range of people.
5+ years of experience in stop-loss, self-funded healthcare, or related risk-based insurance products.
Experience in product development, product strategy, or project leadership within a complex, matrixed environment.
Strong understanding of stop-loss market dynamics, product design, and financial performance drivers.
Bachelor’s degree is highly preferred
Demonstrated ability to lead cross-functional initiatives and influence without direct authority.
Ability to operate independently while aligning to broader strategic direction and governance.
Strong analytical, problem-solving, and data interpretation skills.
Excellent communication and collaboration skills, with the ability to influence across teams.
Strong organizational and execution skills, with the ability to manage multiple priorities.
Working knowledge of project management principles and tools.
Confidence in negotiating and presenting at a senior level.

Responsibilities

Lead and support the end-to-end development of product initiatives, including concept development, design, implementation, launch, and post-launch evaluation.
Independently manage defined product enhancements, features, and programs aligned to product strategy, timelines, and governance.
Partner across underwriting, actuarial, claims, finance, legal, state filing, marketing, client experience, client services, clinical, L&D, and technology to execute initiatives.
Coordinate with external vendors and partners to support product delivery and implementation.
Monitor product performance using financial and operational metrics and recommend enhancements to improve outcomes.
Identify and implement process improvements to strengthen product development efficiency and effectiveness.
Serve as a subject matter expert on stop-loss products, supporting internal training, materials, and business enablement.
Partner with distribution teams to support growth, client engagement, and market expansion efforts.
Monitor industry, legislative, and competitor trends and support execution of product strategy and change initiatives.
Leverage data, analytics, and AI tools to support product research, development, and performance insights.