Director, Connectivity Strategy & Operational Enablement

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.

Job Description:

Sun Life embraces a hybrid work model that balances in-office collaboration with the flexibility of virtual work. Our team members and leaders are expected to foster connection and teamwork by being present in the office at least 2 days per week.

The Opportunity

Sun Life's Digital Strategy organization is responsible for delivering industry-leading digital solutions by building scalable, client-focused technologies that align with strategic business objectives. The Director, Connectivity Strategy & Operational Enablement plays a pivotal leadership role in defining, prioritizing, and ensuring the delivery of value for all EDI and API connectivity solutions across our ecosystem. This critical position is accountable for the value delivered by data connectivity across value streams, working closely with Sales, Operations, Legal, Compliance, Claims, Underwriting, Product, Account Management, and IT. By enabling seamless connectivity that enhances the experience for brokers, employers, and their employees, this role directly supports Sun Life's digital client journey ambition and growth objectives. You will set the vision and strategic direction for enterprise data connectivity with direct accountability for how API and EDI capabilities enable value delivery across Sun Life's value streams. You will have the authority to make key strategic and investment decisions that shape the effectiveness, scalability, and impact of API and EDI partnerships. This position requires a seasoned leader who can balance strategic platform thinking with hands-on leadership, driving innovation while maintaining strong, trust-based relationships with internal partners and external ecosystem participants. You will operate independently to develop and execute strategic plans aligned to enterprise objectives while leading transformational change across processes, operating models, and organizational mindset.

How you will contribute:

Strategic Direction & Execution

Partner with Lean-Agile leaders to align connectivity strategy with value stream and enterprise objectives

Define and own the vision, outcomes, and long-term direction for API and EDI value delivery

Articulate a compelling strategic vision and build alignment across business and technology leaders

Engage executive leadership and major clients to influence enterprise strategy

Accountability & Performance

Own and track OKRs, KPIs, and performance metrics for the connectivity value stream

Analyze results and develop action plans to improve value delivery and adoption

Identify and evaluate strategic business opportunities aligned with enterprise priorities

Risk Management & Delivery

Identify, manage, and mitigate business risks, dependencies, and constraints

Ensure reliable and efficient value stream delivery while maintaining client experience and operational stability

Deploy resources across teams to resolve issues and sustain delivery

Connectivity Strategy

Drive enterprise EDI and API strategy across Sun Life's Group Benefits ecosystem

Develop scalable, repeatable connectivity models that support seamless integration with the benefits’ technology landscape

Simplify connectivity for ecosystem participants to increase broker confidence

Stakeholder Collaboration

Gather feedback from clients, brokers, technology partners, and internal stakeholders

Facilitate cross-functional collaboration among Lean-Agile leaders and value stream teams

Leverage internal partnerships to anticipate needs and deliver scalable solutions

Process Improvement & Leadership

Identify and drive process improvements aligned with connectivity strategy

Lead organizational change initiatives supporting platform-oriented, value-driven API and EDI delivery

Establish and institutionalize best practices across the organization

Direct people leadership, performance management, and budget planning

What you will bring with you:

7+ years of experience in a senior management or business strategy role

10+ years of experience in the group insurance business with focus on connectivity, technology, or digital solutions

Proven experience leading people, driving change, and creating a high-performance culture

Bachelor's degree in business management or technical field (or equivalent years of experience in group insurance)

Strong leadership, management, and strategic planning skills

Excellent communication, negotiation, and problem-solving skills

Experience with agile development practices and tools such as Jira and Confluence

Strong relationship management and analytical skills

Demonstrated ability to influence and develop effective internal and external business relationships

Excellent verbal, presentation, and written communication skills

Ability to work in a deadline-oriented environment with multiple priorities

Ability to work independently with minimal supervision

Demonstrated strategic thinking and execution capabilities

Preferred Qualifications

Master's degree in business management or technical field

Benefits/HR technology or connectivity technology (EDI/API) expertise

Previous experience in the insurance industry

Demonstrated innovation and digital transformation leadership

Salary $137,900 - $206,900

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.

Not ready to apply yet but want to stay in touch? Join our talent community to stay connected until the time is right for you!

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 accommodation s to the known physical or mental limitation s 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.com to 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.

Job Category:

Project Management - Process

Posting End Date:

31/07/2026