COBRA Benefits Specialist: Client-Focused Compliance

Oconomowoc; Town of Hartland (WI); On-site; USD 50,000 - 70,000; Full time

Job summary

Oconomowoc is seeking a COBRA Specialist to join our Benefits Administration team. You will manage COBRA benefits for an assigned client portfolio, process events, and ensure compliance with federal regulations.

You will be the trusted resource for clients, beneficiaries, and brokers, delivering timely and accurate service. The role emphasizes strong communication, confidentiality, and the ability to handle multiple priorities in a fast-paced environment.

Qualifications

• Experience in a benefits administration, insurance, or human resources environment.
• Prior COBRA administration experience (preferred but not required).
• Excellent written and verbal communication skills.
• Strong computer skills with the ability to quickly learn new software applications.
• Exceptional time management and organizational abilities in a deadline-driven environment.
• Outstanding attention to detail and a commitment to accuracy.
• The ability to manage multiple priorities while maintaining quality and meeting deadlines.
• Strong problem-solving skills and the confidence to proactively obtain information needed to complete tasks.
• The ability to handle confidential information with professionalism and discretion.
• Basic math and accounting skills related to premium payments, reconciliations, and reporting.

Responsibilities

• Managing the day-to-day administration of COBRA benefits for an assigned client portfolio.
• Processing qualifying events, enrollments, coverage changes, terminations, and premium payments accurately and on time.
• Preparing and distributing required COBRA notices while ensuring compliance with federal regulations.
• Serving as the primary point of contact for clients, beneficiaries, and brokers via phone and email.
• Providing timely, knowledgeable, and professional customer service while resolving questions and issues.
• Maintaining accurate records and generating client reports using our benefits administration systems.
• Partnering with internal teams to ensure client needs are met and service expectations are exceeded.
• Staying current on COBRA regulations and legislative updates.
• Supporting teammates by providing backup coverage and contributing ideas for process improvements.

Skills

Benefits admin

COBRA admin

Communication

Time management

Attention to detail

Confidentiality

Multitasking

Problem solving

Job description

Oconomowoc is seeking a COBRA Specialist to join our Benefits Administration team. You will manage COBRA benefits for an assigned client portfolio, process events, and ensure compliance with federal regulations.

You will be the trusted resource for clients, beneficiaries, and brokers, delivering timely and accurate service. The role emphasizes strong communication, confidentiality, and the ability to handle multiple priorities in a fast-paced environment.