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 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 View email address on click.appcast.io 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. 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. Job Category: Project Management - Process Posting End Date: 31/07/2026 Shine together At Sun Life, you can be your most brilliant self. Our supportive, flexible, and inclusive work environment is one where you – and your career – can thrive. Whatever your aspirations, collaborative leaders and colleagues are ready to help you learn, grow, and succeed. Make life brighter We’re a global company with a passion for people. Our purpose is to help Clients achieve lifetime financial security and live healthier lives. As a team of 30,000 across 26 countries, our impact is far-reaching, and locally relevant There’s power in numbers. As part of Sun Life’s growing team, you have an impact on people in your community and around the world. Shape the future With an optimistic eye on a brighter future, we drive to innovate. Be part of leading change, push boundaries and try new ways of working. Use data to drive bold actions. Be agile and pivot as we test and learn. At Sun Life, we’re driving transformation, sustainability and innovation for our Clients, employees, partners, and communities. Join us. Together, we can make the future brighter. Join a top employer for a brighter future. Visit Sun Life Careers