Stop Loss Insurance Jobs (NOW HIRING)

Sun Life U.S. is one of the largest providers of employee and government benefits, helping approximately 50 million Americans access the care and coverage they need. Through employers, industry partners and government programs, Sun Life U.S. offers a portfolio of benefits and services, including dental, vision, disability, absence management, life, supplemental health, medical stop-loss insurance, and healthcare navigation. We have more than 6,400 employees and associates in our partner dental practices and operate nationwide.

Visit our website to discover how Sun Life is making life brighter for our customers, partners and communities.

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.

How you will contribute:

• 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.

What you will bring with you:

• 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 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.

Salary:

$116,500-$174,800

At our company, we are committed to pay transparency and equity. The salary range for this role is competitive nationwide, and we strive to ensure that compensation is fair and equitable. Your actual base salary will be determined based on your unique skills, qualifications, experience, education, and geographic location. In addition to your base salary, this position is eligible for a discretionary annual incentive award based on your individual performance as well as the overall performance of the business. We are dedicated to creating a work environment where everyone is rewarded for their contributions.

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We are committed to fostering an inclusive environment where all employees feel they belong, are supported and empowered to thrive. We are dedicated to building teams with varied experiences, backgrounds, perspectives and ideas that benefit our colleagues, clients, and the communities where we operate. We encourage applications from qualified individuals from all backgrounds.

Life is brighter when you work at Sun Life

At Sun Life, we prioritize your well-being with comprehensive benefits, including generous vacation and sick time, market-leading paid family, parental and adoption leave, medical coverage, company paid life and AD&D insurance, disability programs and a partially paid sabbatical program. Plan for your future with our 401(k) employer match, stock purchase options and an employer-funded retirement account. Enjoy a flexible, inclusive and collaborative work environment that supports career growth. We're proud to be recognized in our communities as a top employer. Proudly Great Place to Work Certified in Canada and the U.S., we've also been recognized as a "Top 10" employer by the Boston Globe's "Top Places to Work" for two years in a row. Visit our website to learn more about our benefits and recognition within our communities.

We will make reasonable accommodations to the known physical or mental limitations of otherwise-qualified individuals with disabilities or special disabled veterans, unless the accommodation would impose an undue hardship on the operation of our business. Please email thebrightside@sunlife.comto request an accommodation.

For applicants residing in California, please read our employee California Privacy Policy and Notice.

We do not require or administer lie detector tests as a condition of employment or continued employment.

Sun Life will consider for employment all qualified applicants, including those with criminal histories, in a manner consistent with the requirements of applicable state and local laws, including applicable fair chance ordinances.

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran.

Product26/07/2026