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Remote Cobra Jobs in Florida (NOW HIRING)

Senior Employee Benefits Analyst

Tampa, FL · On-site +1

$68K - $89K/yr

*Please Note: This is remote position but based out of Tampa, FL * The Senior Employee Benefits ... Ensure analyses incorporate applicable regulatory and legislative considerations (e.g., ACA, COBRA ...

Senior Employee Benefits Analyst

Tampa, FL · Remote

$68K - $89K/yr

*Please Note: This is remote position but based out of Tampa, FL *The Senior Employee Benefits ... Ensure analyses incorporate applicable regulatory and legislative considerations (e.g., ACA, COBRA ...

Process off-cycle payouts, including severance, spot bonuses, and COBRA reimbursements * Oversee ... Remote Pacvue is committed to employing a diverse workforce. Qualified applicants will receive ...

New

Process off-cycle payouts, including severance, spot bonuses, and COBRA reimbursements * Oversee ... Remote Pacvue is committed to employing a diverse workforce. Qualified applicants will receive ...

New

Remote Cobra information

What is a remote COBRA job?

Remote COBRA jobs involve managing tasks related to COBRA (Consolidated Omnibus Budget Reconciliation Act) health benefits administration from a remote location. Professionals in these roles help employers and employees navigate COBRA regulations, process enrollments, manage compliance, and handle communications. These positions typically require knowledge of federal benefits regulations, attention to detail, and strong communication skills. Working remotely, employees may use specialized software to administer benefits and ensure timely notifications and payments.

What skills and qualifications are needed to thrive as a COBRA administrator?

To thrive as a COBRA Administrator, you need a thorough understanding of COBRA regulations, employee benefits administration, and compliance requirements, often supported by relevant experience or HR certifications. Familiarity with benefits administration software, HRIS systems, and compliance tracking tools is typically required. Strong attention to detail, excellent communication, and problem-solving skills help navigate complex regulations and ensure accurate, timely notifications. These skills are crucial for maintaining legal compliance and providing effective support to both employers and employees.

What are common challenges faced by professionals working in remote COBRA administration roles?

In remote COBRA administration positions, professionals often navigate challenges such as staying up to date with frequently changing federal regulations and ensuring timely communication with former employees regarding their benefits. Managing sensitive personal data securely from a remote environment requires strict adherence to privacy protocols. Additionally, collaboration with HR, payroll, and insurance teams can be more complex when working remotely, making clear communication and effective use of digital tools essential for success.

What is the difference between Remote Cobra vs Remote Paralegal?

AspectRemote CobraRemote Paralegal
Required CredentialsCertification in COBRA administration, HR or benefits managementParalegal certification or associate degree in legal studies
Work EnvironmentHR departments, benefits administration teamsLaw firms, legal departments, corporate legal teams
Industry UsageHuman resources, employee benefitsLegal services, law firms
Common Search/ComparisonYesNo

Remote Cobra professionals primarily handle COBRA benefits administration within HR or benefits teams, requiring specific certifications. Remote Paralegals support legal tasks in law firms or legal departments, often with legal certifications. While both roles can be remote, they serve different industries and require distinct credentials, making them unique career paths.

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

The most popular types of Cobra jobs in Florida are:

What are popular job titles related to Remote Cobra jobs in Florida?

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

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

The top searched job categories for Remote Cobra jobs in Florida are:

What cities in Florida are hiring for Remote Cobra jobs?

Cities in Florida with the most Remote Cobra job openings:

Infographic showing various Remote Cobra job openings in Florida as of August 2026, with employment types broken down into 89% Full Time, 7% Part Time, and 4% Contract. Highlights an 90% Physical, 4% Hybrid, and 6% Remote job distribution.

Senior Employee Benefits Analyst

Tampa, FL • On-site, Remote


Risk Strategies
Insurance Services • 501 - 1,000 employees

7.5

Company rating: 7.5 out of 10

Based on 29 frontline employees who took The Breakroom Quiz

225th of 315 rated insurance

People enjoy working here

Good employer

Paid breaks


$68K - $89K/yr

Full-time

Medical, Dental, Vision, Life

Re-posted 11 days ago


Job description

*Please Note: This is remote position but based out of Tampa, FL *
The Senior Employee Benefits Analyst serves as a lead analytical resource for public sector clients, responsible for delivering advanced financial analysis, strategic reporting, and data-driven insights across complex employee benefit programs. Building upon foundational analyst responsibilities, this role provides deeper evaluation of renewal and proposal data, identifies trends and risks, and develops actionable recommendations that support long-term benefits strategy and cost management.
Working under the direction of the Senior Manager, the Senior Analyst manages a portfolio of clients with complex benefit structures, including group medical, dental, vision, pharmacy, life, and disability programs. This individual plays a key role in leading renewal analyses, RFP processes, and carrier evaluations, while partnering closely with Senior Benefit Consultants, Client Services, and external vendors.
In addition to technical execution, the Senior Analyst contributes to client-facing strategy discussions, presents findings to client leadership, and provides mentorship and guidance to Analysts. Success in this role requires advanced analytical capability, strong communication skills, and the ability to translate complex financial and claims data into meaningful insights that drive effective, compliant, and sustainable benefit decisions.
Your Impact:
Advanced Financial Analysis & Strategy
  • Lead complex renewal analyses across all lines of coverage, including non-marketed and negotiated plans.
  • Evaluate claims experience, utilization trends, and financial performance to identify risks, opportunities, and cost drivers.
  • Develop strategic, data-driven recommendations that support long-term benefits planning and funding strategies.

RFP Development & Carrier Evaluation
  • Lead the development and execution of Request for Proposal (RFP) processes for assigned clients.
  • Analyze and compare carrier proposals, identifying competitive positioning and financial impact.
  • Support and actively participate in carrier negotiations in partnership with the Benefits Consultant.

Client Reporting & Presentation
  • Develop and deliver advanced financial and management reporting (scheduled and ad hoc).
  • Present renewal analyses, performance results, and recommendations to client staff, committees, and leadership groups.
  • Translate complex financial and healthcare data into clear, concise, and client-focused insights.

Client Advisory & Strategic Support
  • Partner with the Benefits Consultants in the strategic planning and design of client benefit programs.
  • Act as a key analytical resource for assigned clients, supporting ongoing decision-making and plan optimization.
  • Contribute to the evaluation and recommendation of new services, vendors, or program enhancements.

Compliance & Technical Expertise
  • Review and interpret compliance requirements including 112.08 filings, OPEB reporting, and imputed income analysis.
  • Ensure analyses incorporate applicable regulatory and legislative considerations (e.g., ACA, COBRA, healthcare reform).
  • Support due diligence, compliance reviews, and regulatory reporting requirements.

Deliverable Management
  • Create financial reports for all funding arrangements, including fully insured and self-funded plans.

Mentorship & Quality Oversight
  • Provide guidance and mentorship to Analysts on financial modeling, reporting standards, and analytical techniques.
  • Review work for accuracy, consistency, and quality prior to client delivery.
  • Support onboarding and training of new analytical team members.

Cross-Functional Collaboration
  • Collaborate with Client Services, Consultants, carriers, and vendors to ensure aligned execution and client outcomes.
  • Support issue resolution related to data, reporting, and financial analysis.
  • Contribute to process improvements, standardization efforts, and analytical best practices.

Successful Candidates Will Have:
  • Bachelor's degree in Finance, Accounting, Mathematics, Economics, Business Administration, Public Health, or a related field.
  • 5+ years of experience in employee benefits, analytics, brokerage, or consulting.
  • Advanced experience with:
    • Renewal and financial analysis
    • Claims and utilization reporting
    • RFP development and carrier evaluations
  • Strong knowledge of:
    • 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 Level)
  • Advanced analytical and financial modeling capabilities
  • Ability to translate complex data into strategic insights and recommendations
  • Strong presentation and client-facing communication skills
  • High attention to detail and commitment to data accuracy
  • Ability to independently manage priorities and deadlines
  • Strong problem-solving and critical thinking skills
  • Ability to mentor and develop junior team members
  • Advanced Excel proficiency and experience with large datasets
  • Ability to collaborate effectively across teams and functions

Brown & Brown, Inc. (NYSE: BRO) is a leading insurance brokerage firm delivering comprehensive and customized insurance solutions and specialization since 1939. With a global presence spanning 700+ locations and a team of approximately 23,000 professionals, we are dedicated to delivering scalable, innovative strategies for our customers at every step of their growth journey. Learn more at BBrown.com.
Pay Range:
$90,000.00 - $110,000.00 Annual
The pay range provided above is made in good faith and based on our lowest and highest annual salary or hourly rate paid for the role and takes into account years of experience required, geography, and/or budget for this role.
Brown & Brown, Inc. and our team of companies is an equal opportunity workplace and is committed to ensuring equal employment opportunity without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, Veteran status, or other legally protected characteristics. Learn more about working at Risk Strategies, part of the Brown & Brown team, by visiting https://us.bbrown.com/careers/.
Personal information submitted by California applicants in response to a job posting is subject to Risk Strategies' California Job Applicant Privacy Notice.
Recruiting Vendor Disclosure Statement
Brown & Brown does not accept unsolicited resumes from external recruiters, recruitment vendors or employment agencies ("Recruiting Vendors"). Recruiting Vendors must have a valid written agreement and receive prior written authorization from an authorized Brown & Brown representative before submitting candidates for any publicly posted role. Any unsolicited resumes submitted to Brown & Brown or its employees become the property of Brown & Brown, and no fees will be paid for such submissions. Additional information regarding this policy can be found on our careers page.


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