Delivery Director

About The Role

As the Applications Delivery Director for Enrollment & Partner Connectivity Technology at Trustmark, you will bring deep insurance technology delivery experience, domain knowledge, and strong vendor & SI partner governance skills to execute work through internal and outsourced teams. You will serve as a delivery leader, partnering closely with Trustmark leadership and IT vendors across voluntary benefits, life insurance, and group insurance to deliver technology solutions that support enrollment and partner connectivity.

Responsible for delivering enrollment connectivity and platform capabilities that power a digital‑first enrollment and benefits administration ecosystem, including efficient case setup, streamlined partner interactions, and reliable connectivity with key benefit administration platforms, HRIS/HCM systems, brokers, and employer partners. Collaborates with Enterprise Architecture, Enterprise Integrations, Infrastructure, Data, Security, and SI partners to deliver scalable, high‑quality enrollment capabilities that advance Trustmark’s modernization strategy.

The person in this role will bring a strong software engineering background and a pragmatic grasp of engineering and delivery best practices, paired with delivery ownership and rigor, excellent communication skills across technical and non‑technical stakeholders, and deep experience governing external SI partners. This is a hybrid role with 3 days at our campus in Lake Forest, IL, and 2 days remote.

Responsible for the strategic interface between IT and one or more Domains. Collaborates with assigned business unit(s) to assess information technology needs, define requirements, and develop solutions. Understands business unit operations and identifies opportunities to leverage technology to increase efficiency or effectiveness. Develops short‑and long‑term technology roadmaps based on anticipated changes to business unit operations. Serves as a single point of contact for the business unit(s);

receives requests or inquiries, triages and prioritizes initiatives, develops business cases, and represents unit interests to senior IT leadership. Oversees the delivery of IT solutions to ensure that needs are met.

• Provide strategic consulting, support and guidance regarding key IT initiatives.
• Ensures requirements are well‑defined and delivery plans are aligned to established architectural and engineering standards in partnership with IT domain leaders.
• Owns end‑to‑end SDLC delivery governance, orchestration, and outcomes.
• Provides oversight of Agile delivery (Scrum, Kanban) in SAFe framework.
• Communicates decisions, priorities and project information to appropriate levels of staff regarding business unit requests, projects and initiatives.
• Serves as a primary point of contact advisor for IT Executives. Advises in delivering products and services to value all business partners. Provides strong oversight of SI partners to ensure adherence to established architecture standards.
• Leads release planning and cutover readiness for solution releases.
• Plays a lead role in enabling business goal achievement through the effective use of technology and facilitates business changes through technology.

• Bachelor’s Degree and 6 – 8 years of related experience.

Compensation range: $ - $ per year. The final salary offer will be determined based on factors such as location, qualifications, experience, skill set, and other relevant factors. This position may also be eligible for commission. Trustmark benefits include health, dental, vision, life insurance, FSA and HSA, 401(k) plan, Employee Assistant Program, Back‑up Care for Children, Adults and Elders, and many health and wellness initiatives.

We also offer a Wellness program that enables employees to participate in health initiatives to reduce their insurance premiums.

Trustmark is committed to leveraging the talent of a diverse workforce to create great opportunities for our people and our business. We are an equal opportunity employer, including disability and protected veteran status.