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Trustmark’s mission is to improve wellbeing – for everyone. It is a mission grounded in a belief in equality and born from our caring culture. It is a culture we can only realize by building trust. Trust established by ensuring associates feel respected, valued and heard. At Trustmark, you’ll work collaboratively to transform lives and help people, communities and businesses thrive. Flourish in a culture of diversity and inclusion where appreciation, mutual respect and trust are constants, not just for our customers but for ourselves. At Trustmark, we have a commitment to welcoming people, no matter their background, identity or experience, to a workplace where they feel safe being their whole, authentic selves. A workplace made up of diverse, empowered individuals that allows ideas to thrive and enables us to bring the best to our colleagues, clients and communities.

About the role

Responsible for driving the end-to-end delivery of digital first, frictionless experience across broker, employer, employee, and internal service journeys. Challenges System Integration partners, reviews and validates solution designs, and ensures all digital platforms are architected for performance, scalability, and long-term extensibility. Infuses intelligent workflows, generative AI, and emerging protocols such as Model Context Protocol (MCP) into next-generation digital experiences. Collaborates with Enterprise Architecture, Enterprise Integrations, Experience Design, Infrastructure, Data, Security, and SI partners to deliver scalable, high-quality digital capabilities that advance the modernization strategy.

Key Accountabilities:

+ Lead end-to-end digital delivery across value streams, ensuring predictable execution, transparency, and alignment to business outcomes.

+ Oversee delivery of modern digital omni-channel experiences across portals, enrollment workflows, mobile-responsive interfaces, and servicing tools

+ Serve as an escalation point for delivery risks, dependencies, and issues, driving proactive mitigation and course correction.

+ Review and approve solution designs, XD flows, journey maps, wireframes, architecture diagrams, and integration patterns.

+ Serve as the technical authority for digital delivery, ensuring solutions meet expectations for performance, security, scalability, accessibility, and maintainability.

+ Champion modern engineering practices including micro frontends, reusable components, API-first patterns, cloud-native architectures, DevOps, CI/CD automation, and observability

+ Partner with Experience Design to embed user-centered, journey-aligned design and consistent use of enterprise design systems.

+ Adopt an AI- and automation-first approach, integrating chatbots, guided workflows, personalization engines, OCR, RPA, and AI-driven validation, and leveraging emerging technologies such as Model Context Protocol (MCP) to enable intelligent and context-aware digital experiences.

+ Provide strong oversight of SI partners, holding them accountable for quality, reusable asset development, standards compliance, and delivery timelines.

Minimum Requirements:

+ Bachelor’s degree in Computer Science, Engineering, Information Systems, or related field.

+ 12+ years of leadership experience in digital delivery, engineering, or enterprise transformation.

+ Experience delivering in value-stream–aligned or scaled agile environments.

+ Demonstrated success managing and holding SI partners accountable for design, delivery, and quality.

+ Strong understanding of modern digital platforms, cloud-native engineering, and automation/AI capabilities.

+ Strong delivery leadership combined with deep expertise in modern digital engineering, Experience Design (XD), and AI-enabled platforms that power large-scale digital transformation.

+ Technically fluent in modern frameworks (i.e.. React, MUI, micro frontends, design systems), mobile-responsive architectures, digital content platforms, chatbots, event-driven services, and API-first integrations.

+ Experienced people management leader.

+ Exceptional leadership and communication skills, with ability to influence at executive levels.

+ Proven ability to manage complex, large-scale delivery portfolios with multiple interdependencies.

+ Strong vendor management and negotiation capabilities, with accountability for partner performance.

+ Deep understanding of agile-at-scale delivery methods and modern digital solution delivery.

+ Ability to lead through ambiguity and drive modernization across technology and business teams.

+ Strong technical judgment and ability to guide decision-making in complex, multi-platform environments.

Preferred:

+ Master’s degree.

+ Certifications in Agile/SAFe, PMP, or equivalent are desirable.

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

$131,991.00 - $245,127.00 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. 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

Come join a team at Trustmark that will not only utilize your current skills but will enhance them as well. 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.

Join a passionate and purpose-driven team of colleagues who contribute to Trustmark’s mission of helping people increase wellbeing through better health and greater financial security. At Trustmark, you’ll work collaboratively to transform lives and help people, communities and businesses thrive. Flourish in a culture where appreciation, mutual respect and trust are constants, not just for our customers but for ourselves.

Introduce yourself to our recruiters and we'll get in touch if there's a role that seems like a good match.

When you join Trustmark, you become part of an organization that makes a positive difference in people’s lives. You will play a vital role in delivering on our mission of helping people increase wellbeing through better health and greater financial security. Our customers tell us they simply appreciate the personal attention and knowledgeable service. Others tell us we’ve changed their lives.

At Trustmark, you’ll be part of a close-knit team. You’ll enjoy abundant opportunities to grow your career. That’s why so many of our associates stay at Trustmark and thrive. Trustmark benefits from more than 100 years of experience but pairs that rich history with a palpable sense of optimism, growth and excitement for what’s ahead – and beyond. This is a place where associates bring their whole selves to work each day. A place where you can be yourself. Whatever your beyond is, you can achieve it at Trustmark.