COBRA and Direct Billing Specialist

OVERVIEW 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. #LI-KC1 #LI-Nationwide Location Type Remote 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 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