Enrollment Specialist II

About the Role

Employee Benefits Corporation is seeking an Enrollment Specialist II to support the accurate setup, maintenance, auditing, and administration of client benefit plans and participant enrollment data. This role serves as a subject matter resource within Enrollment Operations, ensuring data accuracy, compliance, and exceptional service delivery across multiple benefit products. The Enrollment Specialist II partners closely with internal teams, clients, brokers, and carriers to resolve complex issues, improve processes, and maintain the integrity of the enrollment data.

This position may be performed remotely from anywhere in Wisconsin or Minnesota, or in a hybrid work arrangement, or onsite at our Middleton, WI office.

Employee Benefits Corporation (EBC) is a trusted, national third‑party administrator with decades of experience delivering consumer‑driven benefit solutions. We combine deep industry expertise and exemplary service with a bold vision for the future‑where technology is thoughtfully applied to enable an intuitive user experience and elevate how consumers engage with their benefits.

• Establish and maintain client benefit plans, eligibility configurations, demographic data, and plan design information within administrative systems
• Process client plan changes, amendments, carrier updates, product implementations, and terminations with a high degree of accuracy
• Manage and prioritize enrollment workflows, including eligibility files, inquiries and tasks
• Perform detailed audits and quality assurance reviews to ensure data integrity, compliance, and adherence to operational standards
• Investigate, analyze, and resolve enrollment discrepancies through collaboration with clients, brokers, carriers, and internal business partners
• Document activities and resolutions within CRM and operational systems to maintain accurate records and support service excellence
• Identify opportunities for process improvement and contribute to operational efficiency initiatives
• Support training, knowledge sharing, and cross‑functional projects as assigned

• Associate’s degree in Business or related field
• Minimum two years’ experience in an enrollment or administrative position supporting internal and external customers in a professional office environment
• Demonstrated effective verbal and written communication skills
• Strong attention to detail
• Strong organizational and time‑management skills with proven ability to multi‑task in a high‑paced environment
• Self‑motivated and able to resolve issues independently
• Computer proficiency in Windows‑based applications along with demonstrated ability to learn new software programs
• Basic proficiency with Microsoft Word and Outlook
• Intermediate proficiency with Microsoft Excel

• Previous experience with Microsoft Teams, SharePoint and One Drive
• Experience administering consumer‑directed benefit plans, including FSA, HRA, HSA, COBRA, commuter, or lifestyle benefits
• Experience working with insurance carriers, brokers, third‑party administrators, or employee benefit programs
• Experience using CRM platforms and workflow management systems
• Familiarity with Electronic Data Interchange (EDI) files and participant eligibility data management

• A welcoming, collaborative team culture where every voice matters
• Competitive pay and comprehensive benefits, including employee ownership
• A culture built on clarity, empathy, and continuous improvement
• Continuous learning and career development to help you grow as we invest in future‑ready solutions and seamless user experiences
• Flexible work options designed to support a healthy work‑life balance

Ready to make an impact? Apply now. We're excited to meet you.