Associate Director – Stop-Loss Product Development

Sun Life

Associate Director leading product development initiatives for stop-loss insurance at Sun Life. Driving innovation and market competitiveness through product strategy and execution.

Posted 6/17/2026full-timeHartford • Connecticut, Maine, Maryland, Massachusetts, Montana • 🇺🇸 United StatesSenior💰 $116,500 - $174,800 per yearWebsite

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
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 that supports career growth

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

product developmentproduct strategyproject leadershipdata analysisfinancial metricsoperational metricsprocess improvementstop-loss productsrisk-based insurance

Soft Skills

cross-functional leadershipinfluence without authorityanalytical skillsproblem-solvingcommunication skillscollaboration skillsorganizational skillsexecution skillsnegotiation skillspresentation skills