Senior System Specialist

WEX•Illinois - Remote Office, IL

7d•$68,000 - $88,700

About The Position

The Senior System Specialist provides advanced system configuration, integration, analysis, and troubleshooting support for client benefit systems. The role serves as a subject matter expert on special projects, advises clients on industry best practices, and supports and develops other System Specialists. It architects solutions for complex client requirements and helps ensure systems are ready for employee enrollment and related business processes. The position works with clients, internal teams, EDI teams, carriers, third-party administrators, and HRIS/payroll systems to configure and test benefit plans, enrollment rules, data imports, payroll exports, and system integrations. It also performs data analysis and audits, investigates configuration problems, maintains client-specific documentation, and trains client teams on new processes. Success requires strong communication, critical thinking, prioritization, customer service, and the ability to evolve integration strategies for efficiency.

Requirements

Bachelor’s degree in Computer Science, Information Systems, or a related field.
3–5 years of experience in system configuration.
Experience with Microsoft Office Suite, including advanced Excel skills and formulas such as VLOOKUPs.
Ability to gather and analyze complex data requirements and work with relational databases.
Ability to read and write advanced SQL.
Familiarity with key web technologies as used by WEX.
Strong verbal and written communication skills.
Strong customer service orientation.
Ability to prioritize deliverables and meet deadlines.

Nice To Haves

Experience with AI tools such as Gemini, ChatGPT, or similar.

Responsibilities

Provide support and direction to System Specialists as needed.
Serve as a subject matter expert on special projects, including piloting tools, processes, or developments from the Product team.
Champion industry best practices and advise clients on how to apply them.
Lead training and technical development of other System Specialists.
Architect system solutions for complex client requirements and debug complex system issues.
Analyze and configure client websites, including benefit classes, plans, rates, and enrollment rules.
Analyze and configure Open Enrollment and Life Event benefit plan changes, ensuring system readiness for employee enrollments.
Analyze and configure inbound HRIS import data-element mappings and rules.
Analyze and configure outbound payroll file mappings and payroll schedules.
Coordinate integration and testing of standard and proprietary data import/export updates with EDI teams, insurance carriers, TPAs, and HRIS/payroll systems.
Debug system configuration issues and perform root cause analysis.
Perform data analysis and audits using information from various sources.
Maintain documentation of client-specific setups and processes.
Train and transition new processes to client teams.
Communicate and interface professionally and accurately with management and clients.
Integrate My Benefit Express™ and client systems, including data migration and assessment of system compatibility.
Evolve integration strategies to improve efficiency.
Prioritize deliverables and meet deadlines.
Provide strong customer service.
Analyze client requirements and documents, communicate effectively with stakeholders at multiple levels, and document instructions and processes.
Apply critical thinking and creative problem-solving, develop practical best-practice solutions, and translate broad goals into action plans and timelines.

Benefits

Health insurance
Dental insurance
Vision insurance
Retirement savings plan
Paid time off
Health savings account
Flexible spending accounts
Life insurance
Disability insurance
Tuition reimbursement
Quarterly or annual bonus eligibility for non-sales roles, based on role and applicable plan