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Flexible Cobra Insurance Jobs (NOW HIRING)

NFP Corp

COBRA Support Specialist

Agawam, MA · On-site +1

NFP, an Aon company, is a multiple Best Places to Work award winner in Business Insurance. We are ... Team-player * Flexible and adaptable * Problem-solver * Attention to detail * Takes ownership ...

NFP Corp

COBRA Support Specialist

Agawam, MA · Remote

NFP, an Aon company, is a multiple Best Places to Work award winner in Business Insurance. We are ... Team-player * Flexible and adaptable * Problem-solver * Attention to detail * Takes ownership ...

NFP Corp

COBRA Support Specialist

Agawam, MA · On-site +1

NFP, an Aon company, is a multiple Best Places to Work award winner in Business Insurance. We are ... Team-player * Flexible and adaptable * Problem-solver * Attention to detail * Takes ownership ...

eNett

COBRA Operations Specialist I

Portland, ME

$17 - $22.50/hr

About the Team/Role The Operations Specialist, COBRA is responsible for plan setup, maintenance of ... savings account, flexible spending accounts, life insurance, disability insurance, tuition ...

New

WEX

COBRA Operations Specialist I

Portland, ME · On-site

$17 - $22.50/hr

About the Team/Role The Operations Specialist, COBRA is responsible for plan setup, maintenance of ... savings account, flexible spending accounts, life insurance, disability insurance, tuition ...

New

Cobra Concrete

Accounts Receivable Specialist

Wheeling, IL

$21 - $27.75/hr

Flexible and adaptable with a positive attitude Why Join Cobra * Stable and growing organization ... Short and longterm disability insurance fully paid by the employer * $50,000 life insurance policy ...

Christie Clinic

Human Resources Generalist

Champaign, IL · On-site

$25.85 - $35.54/hr

Cobra/Retiree - Process payments in Cobra system, reconcile monthly billing and send monthly ... Medical Flexible Spending Account * Health Insurance * Group Term Life Insurance * Dental Insurance

LIFELONG AIDS ALLIANCE

Insurance Coordinator

Seattle, WA · On-site

$22.08 - $33.77/hr

Handle interactions with insurance carriers, employers, COBRA Administrators, and other vendors ... Flexible spending accounts * Life insurance options * Long term disability * Mass transit subsidy ...

University Health

Benefits Analyst

San Antonio, TX · On-site

... insurance benefits, COBRA and associated benefits is preferred. Thorough understanding of legislation to include ERISA, Section 125/Flexible Spending Accounts, HIPAA, COBRA, and FMLA is required. PC ...

University Health

Benefits Analyst

San Antonio, TX · On-site

$22.10 - $38.25/hr

... insurance benefits, COBRA and associated benefits is preferred. Thorough understanding of legislation to include ERISA, Section 125/Flexible Spending Accounts, HIPAA, COBRA, and FMLA is required. PC ...

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All JobsCobra Insurance JobsFlexible Cobra Insurance Jobs

Flexible Cobra Insurance information

See salary details

$26K

$67.1K

$144.5K

How much do flexible cobra insurance jobs pay per year?

As of Jul 26, 2026, the average yearly pay for flexible cobra insurance in the United States is $67,113.00, according to ZipRecruiter salary data. Most workers in this role earn between $36,000.00 and $78,000.00 per year, depending on experience, location, and employer.

Can you be on COBRA and still be employed?

Yes, a person can be on COBRA insurance while still employed, as COBRA allows individuals to continue their previous employer's health coverage after employment ends or during certain life events. Being employed does not disqualify someone from maintaining COBRA coverage, which is typically elected voluntarily and can be used alongside ongoing employment if desired. However, if an individual gains new employer-sponsored insurance, they may choose to switch from COBRA to the new plan.

How does COBRA work if you quit?

For a job involving Flexible COBRA Insurance, if you quit your job, you are generally eligible to continue your health coverage through COBRA for up to 18 months, provided you were enrolled while employed. You must elect COBRA coverage within a limited period and pay the full premium, which can be higher than employer-paid plans. This allows you to maintain health benefits during job transition or until you find new coverage.

What is flex COBRA?

Flexible COBRA refers to a version of the Consolidated Omnibus Budget Reconciliation Act (COBRA) that offers more adaptable or extended coverage options for individuals transitioning between jobs or experiencing other qualifying events. It allows for continued health insurance benefits, often with flexible payment plans or coverage periods, to help employees maintain their health coverage during life changes.

What is the difference between Flexible Cobra Insurance vs Dental Hygienist?

AspectFlexible Cobra InsuranceDental Hygienist
CredentialsTypically no specific credentials required, but knowledge of insurance plans helpfulDental hygiene license and certification
Work EnvironmentInsurance providers, HR departments, or benefits administrationDental offices, clinics, or healthcare facilities
Industry UsageInsurance and benefits industryHealthcare and dental industry
Common Search IntentUnderstanding insurance options after employmentLearning about dental hygiene roles and responsibilities

Flexible Cobra Insurance involves managing health insurance continuation options after employment, often requiring knowledge of insurance plans. Dental Hygienists focus on providing dental care and require specific healthcare credentials. While both are related to health and benefits, they serve different roles within their industries.

What is the 60 day loophole for COBRA?

The 60-day loophole for COBRA refers to the period after a qualifying event during which an individual can elect COBRA coverage; if they do not choose within this window, they may lose the right to continue their health insurance. Some employers or plans may have specific rules or extensions, but generally, the election must be made within 60 days of notification. This period is critical for job seekers or those transitioning employment to ensure continuous coverage.
More about Flexible Cobra Insurance jobs
What cities are hiring for Flexible Cobra Insurance jobs? Cities with the most Flexible Cobra Insurance job openings:
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 Flexible Cobra Insurance jobs? States with the most job openings for Flexible Cobra Insurance jobs include:
What job categories do people searching Flexible Cobra Insurance jobs look for? The top searched job categories for Flexible Cobra Insurance jobs are:
Flexible Cobra Insurance jobs near you
Infographic showing various Flexible Cobra Insurance job openings in the United States as of July 2026, with employment types broken down into 24% Locum Tenens, 67% Full Time, 1% Part Time, 3% Contract, and 5% Summer. Highlights an 90% Physical, 4% Hybrid, and 6% Remote job distribution, with an average salary of $67,113 per year, or $32.3 per hour.
COBRA Support Specialist

COBRA Support Specialist

NFP Corp

Agawam, MA • On-site, Remote

Full-time

Medical, Retirement, PTO

Posted 26 days ago

Job description

Posting Description
Who We Are:
NFP, an Aon company, is a multiple Best Places to Work award winner in Business Insurance. We are an organization of consultative advisors and problem solvers. We help companies and individuals around the globe address their most significant risk, workforce, wealth management and retirement challenges through custom solutions and a people-first approach. To learn more, please visit: https://www.NFP.com.
American Benefits Group (ABG) is one of the nation's leading employee benefit solution providers for Consumer Directed Health accounts, COBRA and Direct Billing services. Over the course of the past 30 years we have grown considerably and we are looking to grow our team even further. We are transforming the benefits administration industry with empowering technology and a world class customer service experience. Come join us and be a part of a team of outstanding individuals working towards building benefit solutions and creating great futures. Every employee at ABG maintains a laser focus to exceed client expectations every day. Our people are what make us successful and we are looking for qualified candidates to join our team as a COBRA Support Specialist. The COBRA Support Specialist plays a key role as the first point of contact with ABG for many of our clients, brokers and participants.
Who are we looking for:
This position is perfect for you if you enjoy helping others. We're looking for someone who loves solving problems and creating long term customer relationships. This is a great opportunity if you care deeply, genuinely and passionately about customer support and about the role it plays in making a customer-centric team successful.
This is a full-time opportunity open to a remote ET schedule M-F (8:30 AM-5:00 PM)
Job Summary:
The COBRA Specialist supports and services COBRA & Direct Billing participants, as well as clients and brokers by providing COBRA Administration in accordance with federal COBRA regulations.
Some of the core behaviors our ideal candidate will demonstrate are:
  • Communicating complex issues clearly and simply
  • Proactive follow-up
  • Delivering legendary customer service
  • Relentless about improvement

The core competencies of this position are:
  • Customer Support
  • Membership Changes

Customer Support
  • Punctually logs in at their assigned phone shift and maintains available status outside of breaks and lunches.
  • Promptly answers incoming calls and e-mails to provide support to clients, brokers, and participants
  • Accurately & confidently explains COBRA to clients, brokers and participants, including COBRA notices, timelines, payments, reporting and coverage.
  • Assist clients, brokers and participants with navigating the COBRA & Direct Billing Portal
  • Remains familiar with reporting functionality and assists clients and brokers with running and interpreting reports in the COBRA & Direct Billing Portal.
  • Document all interactions in the phone system & SharePoint immediately after calls & emails
    Keeps organized notes of calls requiring follow-up and takes ownership until resolution is reached
  • Maintain a strong working knowledge of COBRA and stay current with law and regulation changes
  • Confidently handles complex issues and collaborates with other team members to come to the best resolution
  • Tactfully addresses sensitive participant matters.
  • Documents urgent reinstatement requests according to department procedure and timely follows up on requests as stated until completed.
  • Consistently follows-through and follows-up on requests until resolved
  • Take initiative to use available resources to problem-solve and escalate when appropriate
  • Appropriately redirect calls and emails to other departments as needed
  • Assumes other duties as assigned by Manager
  • Ensure privacy by following all security and HIPAA guidelines

Processing Changes
Timely process requests from participants according to department procedures in the COBRA & Direct Billing Portal, including
  • COBRA elections
  • Removing Dependents
  • Dropping Coverage
  • Life Events
  • Timely process requests from clients and brokers according to department procedures in the
  • COBRA & Direct Billing Portal, including:
  • Contact changes
  • Adding/removing subsidies
  • Reporting requests
  • Updating direct billing accounts
  • Make good use of available templates and resources to efficiently handle incoming requests.
  • Engage productively with other team members to encourage and maintain an up-building environment
  • Ability to work effectively with various individuals and multi-task
  • Ability to make decisions utilizing sound judgment
  • Assumes other duties as assigned by Manager

CORE VALUES
ABG is passionate about maintaining a strong team environment that allows us to have a supportive internal community of support and achievement. Some of our non-negotiable core values are:
  • Display a positive attitude
  • Team-player
  • Flexible and adaptable
  • Problem-solver
  • Attention to detail
  • Takes ownership & pride in assigned tasks

Qualifications and Experience
  • 6-12 months of direct COBRA Administration experience preferred
  • Experience with Direct Billing preferred
  • Experience with Alegeus WealthCare COBRA Platform strongly preferred
  • Experience with RingCentral preferred
  • Track record as an enthusiastic team player with proven ability to prioritize, multi-task
  • A passion to make customers and coworkers feel important and valued
  • Must be able to cope in fast-paced environment managing sensitive, confidential issues
  • Proficient PC Skills including Microsoft Suite (Microsoft Office, Excel, Outlook, Sharepoint, Teams)

Preferred Skills - Not a requirement
  • Bilingual, Spanish

What We Offer:
We're proud to offer a competitive salary, PTO & paid holidays, 401(k) with match, exclusive discount programs, health & wellness programs, and more. Our PeopleFirst culture focuses on building and nurturing lifelong relationships with our employees because, at the end of the day, we exist to be there for others. The base salary range for this position is $40,000.00 - $50,000.00. The base salary offered will be determined by factors including, but not limited to, experience, credentials, education, certifications, skill level required for the position, the scope of the position, and geographic location. Actual base salary offered will be determined on a case-by-case basis. In addition to the base salary, this position may be eligible for performance-based incentives.
NFP and You... Better Together!
NFP is an inclusive Equal Employment Opportunity employer.
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