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Cobra Administrator Remote Jobs (NOW HIRING)

Patriot Software

Benefits & Leave Specialist

Canton, OH · Remote

$62K - $75K/yr

Let Us Introduce Ourselves We're Patriot Software - a remote-first, product-led tech company on a ... Administer employee benefits programs end-to-end: enrollments, life events, qualifying status ...

Xenium HR

Benefits Specialist II

Tualatin, OR · On-site +1

Hybrid (Tualatin/remote) Position Status: Full-time Looking for a role where your work has real ... Internal benefits team members, client contacts, plan administrators, benefit brokers & carriers ...

Xenium HR

Benefits Specialist II

Tualatin, OR · On-site +1

Hybrid (Tualatin/remote) Position Status: Full-time Looking for a role where your work has real ... Internal benefits team members, client contacts, plan administrators, benefit brokers & carriers ...

CannonDesign

Sr. Benefits Analyst (12 Month Contract)

$83K - $104K/yr

Ensure compliance with federal and state regulations such as ERISA, COBRA, ACA, and HIPAA privacy ... We have paid time off, flex-time schedules, remote work options and a 401k plan and employee perk ...

CannonDesign

Sr. Benefits Analyst (12 Month Contract)

OR · On-site +1

$83K - $104K/yr

Ensure compliance with federal and state regulations such as ERISA, COBRA, ACA, and HIPAA privacy ... We have paid time off, flex-time schedules, remote work options and a 401k plan and employee perk ...

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Cobra Administrator Remote information

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$33K

$64.9K

$107.5K

How much do cobra administrator remote jobs pay per year?

As of Jun 16, 2026, the average yearly pay for cobra administrator remote in the United States is $64,903.00, according to ZipRecruiter salary data. Most workers in this role earn between $50,500.00 and $75,000.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a COBRA Administrator (Remote), and why are they important?

To excel as a COBRA Administrator (Remote), you need strong knowledge of COBRA regulations, benefits administration, and experience with HR or insurance processes, often supported by a relevant degree or benefits certification. Familiarity with benefits administration platforms, HRIS systems, and compliance tracking tools is typically required. Excellent attention to detail, organizational skills, and clear written and verbal communication set top performers apart. These skills ensure accurate compliance with federal laws, timely processing, and effective service to clients and employees in a remote environment.

What are some common challenges faced by remote COBRA Administrators, and how can they be effectively managed?

Remote COBRA Administrators often encounter challenges such as managing sensitive participant data securely, staying up-to-date with complex regulatory changes, and coordinating effectively with HR teams and insurance carriers across different locations. To navigate these, strong organizational skills, clear communication, and regular training in compliance updates are essential. Leveraging secure technology platforms for document management and scheduling frequent virtual meetings with team members can help maintain accuracy and foster collaboration, ensuring seamless COBRA administration from a remote setting.

What is the difference between Cobra Administrator Remote vs Benefits Coordinator?

AspectCobra Administrator RemoteBenefits Coordinator
CredentialsHR certifications, COBRA-specific trainingHR certifications, benefits administration training
Work EnvironmentRemote, administrativeOffice or remote, administrative/benefits focus
Industry UsageInsurance, HR, benefits managementHR, benefits, insurance companies
Primary ResponsibilitiesManaging COBRA compliance, enrollment, and administrationBenefits enrollment, employee communication, benefits program management

While both roles involve benefits and HR functions, a Cobra Administrator Remote specializes in COBRA compliance and administration, often working remotely, whereas a Benefits Coordinator handles broader benefits programs and employee communication. The roles overlap in certifications and industry usage but differ in scope and specific responsibilities.

What is a Cobra Administrator and what do they do?

A Cobra Administrator is a professional responsible for managing COBRA (Consolidated Omnibus Budget Reconciliation Act) benefits for employees who have lost health coverage due to job loss or other qualifying events. Working remotely, they handle compliance with federal regulations, ensure timely notifications, process enrollments and payments, and act as a liaison between employers, insurance carriers, and plan participants. Their role is essential in helping individuals continue their health insurance coverage during transitional periods.
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Cobra Administrator Remote jobs near you
Infographic showing various Cobra Administrator Remote job openings in the United States as of June 2026, with employment types broken down into 89% Full Time, and 11% Contract. Highlights an 100% Remote job distribution, with an average salary of $64,903 per year, or $31.2 per hour.
Senior Benefits Analyst (Remote)

Senior Benefits Analyst (Remote)

Teaching Strategies, LLC

Denton, TX • Remote

$67K - $88K/yr

Full-time

Medical, Dental, Vision, Retirement

Posted 11 days ago

Job description

Description
Be a Part of our Team!

Join a working team that is dedicated to the mission of the work we do!
Teaching Strategies is an innovative edtech organization focused on connecting teachers, children, and families. As front runners in the early childhood education market, we build dynamic, top-quality digital products that integrate all of the essential elements of a high-quality solution: curriculum, assessment, professional development, and family engagement. We are building a team of results-oriented individuals who will thrive in a collaborative, work-hard/play-hard culture. We pride ourselves on the impact we have on the early childhood field through supporting teachers who are doing the most important work there is, teaching children to become creative, confident thinkers.
Position Overview

The Senior Benefits Analyst plays a key role in ensuring the accuracy, financial integrity, and operational effectiveness of the company’s benefits programs. This role is responsible for leading monthly benefits reconciliations, managing financial oversight of our self-insured medical plan, and driving data-informed decisions to optimize cost, compliance, and employee experience.
This is a highly analytical and detail-oriented role that partners closely with Finance, Payroll, external vendors, and People Ops to ensure our benefits programs run efficiently and scale with the organization.

Specific Roles & Responsibilities:
Benefits Financial Management & Reconciliation
  • Leads monthly benefits reconciliations across all benefit plans (medical, dental, vision, FSA/HSA, 401(k), etc.) 
  • Partners with Payroll and Finance to ensure accurate deductions, employer contributions, and vendor billing 
  • Investigates and resolves discrepancies, ensuring timely and accurate corrections 
  • Develops and maintains reconciliation processes, controls, and documentation to support audit readiness 
  • Provides monthly reporting and insights on benefits spend, trends, and variances 
Self-Insured Plan Management
  • Provides support in managing the financial and operational oversight of the company’s self-insured medical plan 
  • Reviews and analyzes claims data, stop-loss coverage, and funding levels 
  • Partners with brokers, TPAs (Third-Party Administrators), and carriers to monitor plan performance and cost drivers 
  • Tracks and reconciles claims funding, administrative fees, and stop-loss reimbursements 
  • Identifies trends and recommends strategies to manage costs and improve plan efficiency 
Data Analysis & Reporting
  • Analyzes benefits utilization, enrollment trends, and cost drivers to inform strategy 
  • Works with the Director of People Operations to build dashboards and reports to provide visibility into benefits performance 
  • Supports forecasting and budgeting processes related to benefits spend 
  • Provides insights and recommendations to People Ops and leadership
 Financial Reporting & Close Support
  • Partner with Finance during the monthly and quarterly close process to ensure accurate accounting of benefits-related expenses and liabilities 
  • Prepare and validate journal entries related to benefits costs, including claims funding, stop-loss premiums, and administrative fees 
  • Reconcile benefits-related general ledger accounts and support variance analysis
Cash Flow & Funding Management
  • Monitor and manage claims funding requirements, ensuring appropriate cash flow for self-insured plan obligations 
  • Partner with Finance to track timing of large claims, stop-loss reimbursements, and vendor payments 
  • Provide visibility into short- and long-term funding needs
 Vendor Management & Operations
  • Serves as a key point of contact for benefits vendors, brokers, and administrators 
  • Ensures vendor invoices align with contractual terms and enrollment data 
  • Supports vendor performance reviews and issue resolution 
  • Assists in annual open enrollment planning and execution
  • Owns carrier file processes, including testing, data reconciliation, and diagnosing data file issues to drive timely resolution.
  • Assists in annual open enrollment planning and execution, including carrier implementation, ensuring system readiness, data accuracy, and smooth execution of enrollment processes
Compliance & Risk Management
  • Ensures compliance with all applicable regulations (ERISA, ACA, HIPAA, COBRA, etc.) 
  • Supports audits, filings (e.g., Form 5500), and documentation requirements 
  • Maintains accurate plan documentation, controls, and reporting processes 
Qualifications:
  • Bachelor’s degree in Finance, Accounting, HR, or related field 
  • 5–8+ years of experience in benefits administration, with strong emphasis on financial analysis and reconciliation
  • CEBS or other relevant certification is a plus, but not required
  • Experience managing or supporting self-insured health plans required
  • IBNR experience is a plus
  • Strong understanding of benefits compliance and regulatory requirements 
  • Advanced Excel skills (pivot tables, VLOOKUP/XLOOKUP, data analysis)
  • Experience working with HRIS and payroll systems (e.g., Rippling, Dayforce, ADP) 
  • High attention to detail with strong problem-solving skills
  • Ability to manage multiple priorities and work cross-functionally
  • Experience in a high-growth/fast-paced environment
  • Experience with stop-loss insurance and claims analytics
  • Experience building reporting dashboards (e.g., Excel or similar tools)