Trustmark · 1 month ago
Executive Director, Enrollment & Partner Integr.
Greater Chicago Area
Full-time
Onsite
Lead/Staff, Director/Executive
$132K/yr - $245K/yr
12+ years expTrustmark is committed to improving wellbeing for everyone through a caring culture and a mission focused on equality. The Executive Director, Enrollment & Partner Integration will be responsible for delivering enrollment connectivity and platform capabilities, collaborating with various teams to support digital-first enrollment and benefits administration ecosystems.
FitnessHealth Care
Responsibilities
Lead delivery of enrollment platform capabilities, including partner-facing integrations, case setup functions, eligibility and EOI workflows, and ongoing enrollment connectivity across external and internal systems
Act as an escalation point for enrollment-related integration risks, partner issues, and data validation concerns, driving proactive mitigation and continuous improvement
Enable participation growth by ensuring accurate eligibility data, high-quality partner connectivity, and frictionless case setup that supports seamless enrollment experiences delivered by the Digital Delivery team
Ensure seamless connectivity with ben-admin platforms, brokers, HRIS/HCM systems, and employer partners, supporting accurate, timely, and frictionless enrollment processes
Oversee enrollment integration designs, mapping specifications, file layouts, API definitions, event models, eligibility workflows, and orchestrated workflow patterns
Serve as the technical authority for enrollment connectivity, ensuring solutions support scalability, resiliency, accurate data handling, and secure exchange across partner ecosystems
Champion modern integration patterns including API-first design, microservices, MACH principles, event-driven architecture, and asynchronous data flows
Apply an automation-first approach using OCR, RPA, AI-enabled validation, and automated reconciliation to enhance data quality, reduce manual effort, and strengthen partner experience
Provide strong oversight of SI partners, ensuring adherence to architecture standards, reusable component development, delivery timelines, and high-quality partner onboarding
Qualification
Required
Bachelor's degree in Computer Science, Engineering, Information Systems, or related field
12+ years of leadership experience in integration delivery, enrollment technology, benefits administration, or enterprise platform development
Highly proficient in API-first integration design, MACH-aligned architectures (Microservices, API-first, Cloud-native, Headless), event-driven models, and the data structures that underpin HRIS, ben-admin, employer ecosystems, and downstream policy administration platforms
Proven success delivering large-scale enrollment or partner integrations within voluntary benefits, group insurance, or adjacent industries
Challenges System Integration partners, reviews integration designs and specifications, and ensures enrollment connectivity solutions are built for scalability, resiliency, accuracy, and partner ease-of-use
Demonstrated ability to manage and hold SI partners accountable for design quality, architecture compliance, and delivery performance
Strong understanding of data governance, security, compliance, and regulatory requirements specific to enrollment and benefits administration
Certifications in Agile/SAFe, integration technologies, or enterprise architecture frameworks are desirable
Previous people leadership experience
Executive-level communication and leadership, with the ability to influence across technical, operational, and business teams
Strong vendor and SI partner management skills, including negotiation, onboarding governance, and performance oversight
Deep understanding of agile-at-scale delivery methods and modern digital solution delivery
Ability to lead through complexity and drive clarity in multi-stakeholder partner ecosystems
Strong technical judgment across API-first, MACH, microservices, and event-driven integration models
Ability to align enrollment connectivity capabilities to business value, partner experience goals, and enterprise modernization priorities
Preferred
Master's degree
Benefits
Health/dental/vision
Life insurance
FSA and HSA
401(k) plan
Employee Assistant Program
Back-up Care for Children, Adults and Elders
Many health and wellness initiatives
Wellness program that enables employees to participate in health initiatives to reduce their insurance premiums
Company
Trustmark
Trustmark is a national employee benefits company.
1001-5000 employees
H1B Sponsorship
Trustmark has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (6)
2024 (4)
2023 (5)
2022 (9)
2021 (5)
2020 (2)
Funding
Current Stage
Late StageLeadership Team
D
Daniel Hanke
Senior Vice President, Chief Information Officer (CIO)
Erich Sternberg
Chief Strategy Officer and President, Voluntary Benefits
Recent News
2026-01-21
Company data provided by crunchbase