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Cobra Insurance Jobs (NOW HIRING)

NFP Corp

Support Specialist, COBRA & Direct Billing

Agawam, MA · Remote

$19.25 - $26/hr

NFP, an Aon company, is a multiple Best Places to Work award winner in Business Insurance. We are ... The COBRA Support Specialist plays a key role as the first point of contact with ABG for many of ...

OCA

COBRA Customer Service Expert - HYBRID

Trenton, NJ · Hybrid

$19.23 - $20/hr

COBRA Customer Service Expert! About OCA: Join a thriving, NJ-based company with 40+ years of ... Top-tier Medical, Dental, Vision, 401K, and Life Insurance. OCA pays 100% of the premium for single ...

OCA

COBRA Customer Service Expert - HYBRID

Trenton, NJ · On-site

$17.75 - $23.75/hr

COBRA Customer Service Expert! About OCA: Join a thriving, NJ-based company with 40+ years of ... Top-tier Medical, Dental, Vision, 401K, and Life Insurance. OCApays 100% of the premium for single ...

OCA

COBRA Customer Service Expert - HYBRID

Mercerville, NJ · On-site

$17.75 - $23.75/hr

COBRA Customer Service Expert! About OCA: Join a thriving, NJ-based company with 40+ years of ... Top-tier Medical, Dental, Vision, 401K, and Life Insurance. OCApays 100% of the premium for single ...

OCA

COBRA Customer Service Expert - HYBRID

Trenton, NJ · Hybrid

$19.23 - $20/hr

COBRA Customer Service Expert! About OCA: Join a thriving, NJ-based company with 40+ years of ... Top-tier Medical, Dental, Vision, 401K, and Life Insurance. OCA pays 100% of the premium for single ...

Concordia Place

Senior Human Resources Generalist

Chicago, IL · On-site

$70K - $90K/yr

Ensure compliance with COBRA guidelines by working closely with COBRA Administrator to make sure that all paperwork is prepared and sent as appropriate, monitor COBRA insurance premium payments from ...

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Cobra Insurance information

See salary details

$32.5K

$49.4K

$69K

How much do cobra insurance jobs pay per year?

As of Aug 17, 2026, the average yearly pay for cobra insurance in the United States is $49,414.00, according to ZipRecruiter salary data. Most workers in this role earn between $41,000.00 and $55,000.00 per year, depending on experience, location, and employer.

What is a Cobra Insurance?

A COBRA Insurance job typically involves assisting individuals in understanding and managing their COBRA health coverage, which allows employees to continue their employer-sponsored health insurance after leaving a job. Responsibilities may include explaining COBRA eligibility, enrollment processes, payment options, and regulatory compliance. Professionals in this role often work in human resources, insurance companies, or health benefits administration. Strong knowledge of healthcare regulations and communication skills are essential for success in this field.

What are some common challenges faced by Cobra Insurance specialists?

COBRA Insurance Specialists often encounter challenges in keeping up with evolving federal and state regulations, managing large volumes of employee inquiries, and ensuring accurate and timely documentation for compliance. You may also need to coordinate with HR teams, insurance carriers, and former employees to resolve complex cases or address coverage issues. Effective communication and strong organizational skills are essential to balancing these responsibilities and preventing compliance errors. However, overcoming these challenges provides valuable experience and can set the stage for advancement within benefits administration or HR roles.

What are the key skills and qualifications needed to thrive in the Cobra Insurance position, and why are they important?

To thrive in a COBRA Insurance Specialist role, you need a strong understanding of health insurance regulations, benefits administration, and prior experience in human resources or insurance-related positions. Familiarity with benefits administration software, COBRA compliance tracking systems, and relevant certifications such as a Benefits Specialist Certification can be highly beneficial. Attention to detail, strong organizational skills, and effective communication are essential soft skills for managing sensitive information and supporting clients. These abilities are crucial to ensuring compliance with federal regulations while providing seamless service to employees navigating COBRA coverage.

More about Cobra Insurance jobs

What are the most commonly searched types of Cobra Insurance jobs?

The most popular types of Cobra Insurance jobs are:

What states have the most Cobra Insurance jobs?

States with the most job openings for Cobra Insurance jobs include:

What job categories do people searching Cobra Insurance jobs look for?

The top searched job categories for Cobra Insurance jobs are:

Cobra Insurance jobs near you
Infographic showing various Cobra Insurance job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 73% Full Time, 21% Part Time, and 5% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution, with an average salary of $49,414 per year, or $23.8 per hour.

COBRA Specialist

Diversified Benefit Services

Hartland, WI • On-site

Full-time

Posted 6 days ago

Job description

Are you detail-oriented, customer-focused, and passionate about helping people navigate employee benefits?
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.
What You Bring
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.
Why You'll Love Working Here
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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