Diversified Benefit Services
COBRA Specialist
625 Walnut Ridge Dr #190, Hartland, WI 53029
On-site
First seen by offpeak October 6, 2026
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We're looking for a COBRA Specialist to join our growing Benefits Administration team. In this role, you'll be the trusted resource for an assigned portfolio of clients, ensuring their COBRA benefits are administered accurately, compliantly, and with exceptional service.
If you thrive in a fast-paced environment, enjoy solving problems, and take pride in delivering a seamless client experience, we'd love to hear from you.
What You'll Do
As a COBRA Specialist, you'll play a key role in supporting employers, brokers, and plan participants by:
- 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.
We're looking for someone who is organized, dependable, and committed to providing outstanding service. The ideal candidate will have:
- 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.
We're a collaborative team that believes great service starts with great people. We value accuracy, accountability, continuous learning, and supporting one another. You'll have the opportunity to build meaningful client relationships while growing your knowledge of employee benefits and compliance in a rewarding career.
If you're ready to put your organizational skills, customer service mindset, and attention to detail to work in a role where you'll make a real impact, we'd love to hear from you. Apply today! https://diversifiedbenefitservices.applytojob.com/
If this role sounds like a fit, we'd love to hear from you. Apply now.
Diversified Benefit Services Terms and Conditions:
1. Diversified Benefits Services uses SMS in efforts to contact candidates in a timely manner in order to request more information or keep candidate informed regarding the status of their application.
2. You can cancel the SMS service at any time. Just text "STOP" to the short code. After you send the SMS message "STOP" to us, we will send you an SMS message to confirm that you have been unsubscribed. After this, you will no longer receive SMS messages from us. If you want to join again, just sign up as you did the first time and we will start sending SMS messages to you again.
3. If you are experiencing issues with the messaging program you can reply with the keyword HELP for more assistance, or you can get help directly at mprescott@dbsbenefits.com.
4. Carriers are not liable for delayed or undelivered messages.
5. As always, message and data rates may apply for any messages sent to you from us and to us from you. You will receive occasionally. If you have any questions about your text plan or data plan, it is best to contact your wireless provider.
6. If you have any questions regarding privacy, please read our privacy policy below.
Privacy Policy: We collect your mobile number and related opt-in data for the delivery of SMS messages. Your mobile opt-in data and consent will not be shared with third parties or affiliates for marketing or promotional purposes.
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