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Cobra Insurance Jobs in Florida (NOW HIRING)

Work with benefits brokers, insurance carriers, and third-party administrators * Track renewals ... Ensure compliance with federal and state regulations (ACA, COBRA, ERISA, FMLA as applicable ...

Work with benefits brokers, insurance carriers, and third-party administrators * Track renewals ... Ensure compliance with federal and state regulations (ACA, COBRA, ERISA, FMLA as applicable ...

Be Seen First

Benefits Specialist

Miami, FL ยท On-site

$26 - $28/hr

Coordinates and monitors the administration of employee insurance programs; serves as liaison to ... Entering deductions for new hires in ADP and preparing spreadsheet to send to COBRA administrator.

... to insurance carriers to ensure data accuracy. Regularly review and reconcile monthly carrier invoices against active employee files to guarantee precise financial reporting, COBRA administration ...

... to insurance carriers to ensure data accuracy. Regularly review and reconcile monthly carrier invoices against active employee files to guarantee precise financial reporting, COBRA administration ...

Benefits Coordinator

Crestview, FL ยท On-site

$23.94 - $26.33/hr

Administers COBRA notifications and ensures compliance for dental insurance; coordinates and tracks COBRA payments for medical premiums. Plans and implements the open enrollment process and the ...

Senior Employee Benefits Analyst

Tampa, FL ยท On-site +1

$68K - $89K/yr

Fully insured and self-funded benefit plans * Employee benefits regulations (ACA, COBRA, etc.) * Public sector experience preferred * Active State issued 2-15 License Success Factors / KSAs (Senior ...

Senior Employee Benefits Analyst

Tampa, FL ยท Remote

$68K - $89K/yr

Fully insured and selffunded benefit plans * Employee benefits regulations (ACA, COBRA, etc.) * Public sector experience preferred * Active State issued 2-15 License Success Factors / KSAs (Senior ...

Oversees FMLA, COBRA, Employee Assistance Program (EAP), and Florida Retirement System (FRS ... Coordinates with Third Party Administrators (TPAs), insurance consultants, and actuaries for self ...

Showing results 21-40

Cobra Insurance information

See Florida salary details

$24.3K

$36.9K

$51.6K

How much do cobra insurance jobs pay per year?

As of Aug 18, 2026, the average yearly pay for cobra insurance in Florida is $36,927.00, according to ZipRecruiter salary data. Most workers in this role earn between $30,600.00 and $41,100.00 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.

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

The most popular types of Cobra Insurance jobs in Florida are:

Infographic showing various Cobra Insurance job openings in Florida as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution, with an average salary of $36,927 per year, or $17.8 per hour.

Benefits Coordinator

Purpose Brands LLC

Boca Raton, FL โ€ข On-site

Full-time

Medical, Dental, Vision, Life, Retirement

Posted 9 days ago


Job description

Purpose Brands, the parent company of Orangetheory, Anytime Fitness, Waxing the City and The Bar Method, is seeking a Benefits Coordinator to join its team. This is a great position for someone who is looking to expand their career, and join a company with a fun, fast-paced and inspirational culture.
The Benefits Coordinator is an integral part of our Human Resources Department working closely with our Director of Payroll and Benefits along with our HR Team as needed and is the primary liaison for benefits and wellness, guiding
employees through open enrollment and qualifying life events and other employee-related programs for our Company. The Benefits Coordinator will work with the Director of Payroll and Benefits in processing benefit requests against
program requirements. They will be a main contact for all inquiries related to benefits and must have a good understanding of benefit administration.
Purpose/Impact (Duties and Essential Functions):
Benefits Administration
  • Enroll and coordinate employees in benefits (medical, dental, vision, life, disability, etc.)
  • Ensure benefits eligibility is accurate and up to date
  • Process new hires, life events, and terminations in benefits systems
  • Reconcile benefits invoices and resolve discrepancies with vendors

Employee Support & Communication
  • Serve as the primary point of contact for employee benefits questions
  • Educate employees on benefit options, coverage, and costs
  • Support annual open enrollment, including meetings and materials
  • Assist employees with claims issues or vendor escalations

Vendor & Broker Coordination
  • Work with benefits brokers, insurance carriers, and third-party administrators
  • Track renewals, plan changes, and required documentation
  • Support implementation of new benefit plans or vendors

Compliance & Documentation
  • Ensure compliance with federal and state regulations (ACA, COBRA, ERISA, FMLA as applicable)
  • Assist with audits, reporting, and required notices
  • Maintain benefits documentation, policies, and plan summaries (SPDs)

HR Systems & Data Management
  • Maintain benefits data in HRIS systems (e.g., Workday, ADP, Paylocity)
  • Run reports related to benefits enrollment and costs
  • Ensure data accuracy between HRIS, payroll, and benefits platforms

Program Support & Analysis
  • Assist with benefits benchmarking and cost analysis
  • Track participation rates and trends
  • Support wellness initiatives and employee engagement programs

Collaboration & Support
  • Ensure compliance with federal and state regulations (ACA, COBRA, ERISA, FMLA as applicable)
  • Maintain benefits documentation, policies, and plan summaries (SPDs)
  • Reconcile benefits invoices and resolve discrepancies with vendors
  • Assist in the setup, billing, enrollment, and COBRA of participants of for various benefit plans
  • Work with Human Resources on employee education about our company benefits and enrollment in programs

Strengths and Background:
  • 5+ years' experience in benefits administration for companies with 500 employees or more
  • Experience working with Workday preferred
  • Must have advanced proficiency in Microsoft Word
  • Must have advanced proficiency in Microsoft Excel
  • Strong attention to detail
  • Confidentiality & discretion
  • Employee focused communication skills both written and verbal

What's in it for you?
We offer a competitive salary along with exceptional benefits such as:
  • Medical, Dental and Vision Coverage
  • Hybrid Work Environment
  • Life and Disability Insurance
  • Unlimited Time off + Paid Holidays
  • Flexible Friday's between Memorial Day and Labor Day
  • 401(K) Savings Plan Matching at 4%
  • 10 Coaching and Therapy sessions
  • Mental Health Benefits
  • Brand Discounts & Reimbursements
  • In-house workout facilities
  • Professional Development Opportunities
  • Team Building, Employee Engagement Activities & so much more

WORK SCHEDULE
Purpose Brands LLC, currently observe the following hybrid work model for employees at our Boca Raton (FL), Woodbury (MN), and Seattle (WA) offices:
  • Remote optional: Fridays
  • On-site days: Mondays, Tuesdays, Wednesdays and Thursdays

DIVERSITY, EQUITY, AND INCLUSION STATEMENT
Purpose Brands is committed to encouraging, facilitating, and upholding an environment centered on diversity, equity, and inclusion across every facet of the Purpose Brands. We will work to create a sustainable culture that supports a healthy space for learning and growing, valuing, and empowering every employee, inspiring a diverse franchise network, and uplifting the members and communities we serve.
EEO STATEMENT
Purpose Brands provides equal employment opportunity to all individuals regardless of their race, color, creed, religion, gender, age, sexual orientation, national origin, disability, veteran status, or any other characteristic protected by state, federal, or local law. Discrimination of any type will not be tolerated.