ZipRecruiter

Log In

1

Cobra Jobs in Wisconsin (NOW HIRING)

Diversified Benefit Services, Inc.

Be Seen First

COBRA Specialist - Compliance

Oconomowoc, WI · On-site

COBRA Specialist Company Overview: We are a fast-growing Third Party Administrator (TPA) specializing in tax-advantaged benefit plans such as Flexible Spending Accounts (FSAs), Health Reimbursement ...

Diversified Benefit Services, Inc.

Be Seen First

Compliance Analyst - Employee Benefits

Hartland, WI · On-site

Develop comprehensive knowledge of regulations regarding FSAs, HRAs, HSAs, and COBRA utilizing resources such as EBIA manuals, ECFC releases and industry blogs/newsletters. * Review and interpret ...

WEX

Customer Service Specialist

Milwaukee, WI · On-site

$16.75 - $22.25/hr

WEX Health (COBRA): Supporting participants transitioning to COBRA healthcare coverage. * WEX Health (Benefits Administration): Provide comprehensive support to participants during annual benefits ...

Lawton Standard

HR Generalist Recruiter

De Pere, WI · On-site

$65K - $75K/yr

Facilitates accurate enrollment of all participants (employees, COBRA participants and retired personnel) and ensures appropriate documentation and communication of all plan options. * Ensure that ...

EK Machine

Benefits Manager

Fall River, WI · On-site

... COBRA, and FMLA • Oversee enrollments, changes, and claims support • Manage HRIS benefits data and reporting • Develop and monitor benefits budgets • Lead employee communications including ...

next page

Showing results 1-20

All JobsCobra JobsCobra Jobs in Wisconsin

Cobra information

See Wisconsin salary details

$33.3K

$65.5K

$108.5K

How much do cobra jobs pay per year?

As of Aug 26, 2026, the average yearly pay for cobra in Wisconsin is $65,510.00, according to ZipRecruiter salary data. Most workers in this role earn between $51,000.00 and $75,700.00 per year, depending on experience, location, and employer.

What are the typical responsibilities of a Cobra administrator?

As a COBRA Administrator, your daily responsibilities typically include managing notifications to qualifying beneficiaries, processing COBRA elections, maintaining accurate records, and answering participant questions about their coverage. You will work closely with HR teams, insurance providers, and third-party administrators to ensure timely compliance with federal regulations. Attention to detail is crucial, as the role requires strict adherence to legal timelines and documentation standards. Additionally, you may assist with training HR colleagues or contributing to process improvements within the benefits administration team.

What are the key skills and qualifications needed for a Cobra position?

To thrive as a COBRA Administrator, you need a thorough understanding of employee benefits, health insurance regulations, and the Consolidated Omnibus Budget Reconciliation Act (COBRA) compliance requirements, generally supported by HR or benefits administration experience. Familiarity with benefits administration software, HR information systems, and up-to-date knowledge of regulatory changes are essential for this role. Attention to detail, outstanding communication, and strong organizational skills set top COBRA Administrators apart from their peers. Mastery of these areas ensures accurate and timely administration of COBRA benefits, regulatory compliance, and positive interactions with employees and employers.

What are the most commonly searched types of Cobra jobs in Wisconsin?

The most popular types of Cobra jobs in Wisconsin are:

What are popular job titles related to Cobra jobs in Wisconsin?

For Cobra jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Cobra jobs in Wisconsin look for?

The top searched job categories for Cobra jobs in Wisconsin are:

Cobra jobs near you
Infographic showing various Cobra job openings in Wisconsin as of August 2026, with employment types broken down into 78% Full Time, and 22% Part Time. Highlights an 80% In-person, and 20% Remote job distribution, with an average salary of $65,510 per year, or $31.5 per hour.

COBRA Specialist

Diversified Benefit Services

Hartland, WI • On-site

Full-time

Posted 15 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.


Powered by JazzHR

6awrpGAZ9Z