Senior Director, Change Management

We are looking for a Senior Director, Change Management at Trustmark.

Key Accountabilities:

Change Strategy & Roadmap - Build a comprehensive change strategy spanning front and back-office capabilities (policy admin, claims, billing, distribution), data/integration, identity/security, and digital channels; sequence OCM activities alongside the program delivery plan.

Stakeholder Engagement & Journeys - Map stakeholder journeys (broker, employer, employee, VB, IT), define impacts, and tailor engagement for each segment; maintain “parking lot” and ownership for unresolved change issues.

Communications & Enablement - Deliver plainspoken, timely communications that explain the “why,” the decisions (e.g., platform first alignment), and upcoming changes; create concise narratives that frame complex roadmaps and architecture for nontechnical audiences.

Training & Adoption - Design role-based training and support plans for new processes and tools; enable brokers/employers/employees and internal teams to use new digital channels and workflows; establish a community of practice to scale change techniques.

Readiness, Metrics & OKRs - Define readiness heatmaps, adoption OKRs, and reinforcement plans; report progress against OKRs and business outcomes.

Agile Ways of Working - Embed OCM into agile ceremonies, sprint reviews, and release planning; coach product and delivery teams on people-first practices and role clarity.

Cutover & Post-Go-Live Reinforcement - Coordinate cutover communications, hyper care, and reinforcement activities; manage change risk during migration phases and early adoption, with feedback loops to improve experience.

Partner & Vendor Alignment - Align OCM plans with Service Integrator/consulting partners; ensure messaging and training reflect ecosystem decisions and distribution/broker lifecycle impacts.

Governance & Operating Model - Contribute to transformation governance, roles, and decision rights; ensure OCM accountabilities are clear across business and IT functions.

Minimum Requirements:

Bachelor’s degree; 6+ years of OCM experience, including 4+ years leading complex, multi-workstream transformations.

Demonstrated expertise in change management principles and methods (e.g., impact analysis, stakeholder journeys, communications, training, reinforcement, measurement).

Proven ability to translate technology architecture and delivery roadmaps into simple, audience-appropriate narratives and training.

Strong collaboration skills with cross-functional leaders; confidence presenting to and engaging with executive audiences.

Familiarity with agile delivery and product-centric operating models; comfortable working within sprint-based plans and ceremonies.

· Proficiency with collaboration and portfolio tools (e.g., Teams/SharePoint; portfolio planning such as OnePlan for resource alignment).

Preferred:

Transformation experience in insurance or other highly regulated industries, especially programs touching policy administration, claims, billing, and distribution/broker enablement.

Experience aligning OCM with ecosystem modernization (platform-first mindset, data/integration runway, identity/security).

Partner/Service Integrator collaboration and vendor-led workshops/demos.

The compensation range for this role is (based on the corporate location in Lake Forest, Illinois):

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 bonus. We understand that compensation is an important factor when considering a new opportunity, and we strive to provide a competitive salary within the market.

Brand: Trustmark

In addition to compensation, we offer a comprehensive benefits package that includes: 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. For questions about compensation and benefits, please speak to the Recruiter if you decide to apply and are selected for an interview.

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.