Associate Director, Stop-Loss Product Development

Sun Life

Associate Director of Stop-Loss Product Development leading product initiatives at Sun Life. Focusing on design, development, and execution of stop-loss and risk-based strategies for self-funded employers.

Posted 7/30/2026full-timeRemote • 🇺🇸 United StatesSenior💰 $116,500 - $174,800 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in stop-loss product development and strategy, with strong analytical and problem-solving skills to enhance product performance and efficiency. Proven ability to lead cross-functional initiatives and influence stakeholders in a complex, matrixed environment.

Highest-signal resume keywords

Stop-Loss Product DevelopmentProduct StrategyCross-Functional LeadershipData AnalysisProject Management

ATS Keywords

Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills

Product DevelopmentProduct DesignFinancial Performance AnalysisProcess ImprovementMarket Research

Soft Skills

Excellent CommunicationCollaborationOrganizational SkillsProblem-SolvingInfluencing Skills

Tools & Technologies

AI ToolsProject Management Tools

Industry Keywords

Stop-Loss InsuranceSelf-Funded HealthcareRisk-Based InsuranceMatrixed EnvironmentClient Engagement

About the role

Key responsibilities & impact

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.

Requirements

What you’ll need

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 is preferred.
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.

Benefits

Comp & perks

generous vacation and sick time
market-leading paid family, parental and adoption leave
medical coverage
company paid life and AD&D insurance
disability programs
partially paid sabbatical program
401(k) employer match
stock purchase options
employer-funded retirement account
flexible, inclusive and collaborative work environment