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COBRA and Direct Billing Specialist
Haylor, Freyer & Coon
USD 24-26 / hour
Posted on Apr 28, 2026
OVERVIEW
RESPONSIBILITIES
QUALIFICATIONS
ADDITIONAL INFORMATION
Location Type
Remote
COBRA and Direct Billing Specialist – Employee Benefits
Location: Remote
At Alera Group, our Employee Benefits team helps organizations attract, retain, and engage their workforce through thoughtful, compliant, and competitive benefits strategies. We’re seeking a COBRA and Direct Billing Specialist who will contribute to delivering proactive service, strategic guidance, and an exceptional client experience.
About Alera Group
Alera Group was founded in 2017 and has grown to become the 14th largest broker of U.S. business. We are passionate about our clients’ success in the areas of Employee Benefits, Property and Casualty Insurance, and Financial Services. With a network of offices nationwide, our commitment to collaboration allows us to offer national resources combined with local service.
Why Alera Group
Make an Impact: Your work supports businesses and individuals in protecting what matters most.
Grow With Us: We invest in development, mentorship, and long-term career growth.
The Collaborative Way: We believe in accountability, teamwork, and shared success across all offices and lines of business.
National Strength. Local Heart: Scale, resources, and expertise — with relationships that feel personal.
RESPONSIBILITIES
What You’ll Do / Your Impact
Client Partnership & Service Excellence
- Respond to participant and client inquiries related to COBRA, retiree, and direct billing coverage
- Provide clear, professional guidance on eligibility, enrollment, and billing questions
- Deliver empathetic and timely customer service to support positive participant experiences
Operational & Compliance Excellence
- Process COBRA, retiree, and direct billing transactions including enrollments, terminations, premium payments, and adjustments
- Maintain accurate participant records within COBRA and billing platforms
- Support compliance with federal and state COBRA and billing regulations by following established processes
- Ensure data accuracy and consistency across systems and reports
Growth & Retention
- Assist in identifying opportunities to improve operational efficiency and service workflows
- Support the COBRA & Billing team with administrative and operational tasks as needed
- Participate in training and professional development to expand technical knowledge and service capabilities
QUALIFICATIONS
What You Bring
Required
- 1+ years of experience in COBRA benefits administration, billing, customer service, or a related field
- Strong attention to detail and ability to accurately process transactions
- Excellent customer service skills with the ability to explain complex information clearly
- Basic proficiency in Microsoft Excel and other data management tools
- Strong verbal and written communication skills
- Ability to manage multiple priorities in a fast‑paced environment
Preferred
- Experience with COBRA, retiree, or direct billing processes
- Familiarity with WEX or similar COBRA administration platforms
Core Competencies
- Client service and professional communication
- Data accuracy and compliance focus
- Process execution and problem‑solving
- Collaboration and teamwork
- Learning mindset and adaptability
ADDITIONAL INFORMATION
Compensation:
Hourly range: $24 – $26 per hour
Benefits:
Alera Group offers comprehensive benefits including medical, dental, vision, life and disability coverage, 401(k), generous PTO, and more.
Work Model:
This role is Remote
Professional Development – Alera Group Academy
At Alera Group, growth isn’t left to chance. Through Alera Group Academy, we provide structured development opportunities designed to help you expand your expertise and build a meaningful career.
You’ll have access to:
Role-specific learning paths
Leadership development programs
Technical and compliance training
Industry certifications and continuing education support
Peer learning and knowledge-sharing communities
Whether you’re deepening technical expertise or preparing for leadership, we’re invested in helping you grow.
We're an equal opportunity employer. All applicants will be considered for employment without attention to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran or disability status, or any other protected class.
Alera Group is committed to protecting your privacy. Please review our Privacy Policy to understand what personal information we may collect and use as part of your application process.
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Location Type
Remote