[Hiring] Director of Individual Insurance Compliance & Regulatory Affairs @Alera Group

Role Description

Alera Group is seeking a Director of Individual Insurance Compliance & Regulatory Affairs to lead and strengthen enterprise-wide compliance strategy across our Individual Insurance Segment. This senior leadership role is responsible for building scalable, defensible compliance frameworks that support growth while ensuring regulatory excellence across Medicare, ACA, and ancillary insurance products.

Reporting directly to the Chief Legal Officer with a dotted-line partnership to the SVP of Strategy & Operations, this role will collaborate across Legal, Operations, Marketing, IT, Carrier Relations, and agency leadership to drive consistency, accountability, and audit readiness throughout the organization.

Responsibilities

• Lead compliance and ethics programs across Medicare Advantage, Medigap, PDP, ACA, Life, Dental, Vision, and supplemental insurance products
• Develop and implement enterprise-wide compliance policies, standards, and procedures
• Monitor federal and state regulatory changes and ensure timely operational implementation
• Serve as the primary contact for CMS-related audits, communications, and corrective actions
• Partner with agency leadership to identify compliance risks and implement remediation strategies
• Oversee compliance monitoring activities across wholesale and retail operations
• Manage marketing compliance, regulatory disclosures, filings, and consent requirements
• Design and deliver compliance training, attestations, and education programs
• Lead consumer complaint management and corrective action processes
• Develop standardized compliance language, agent agreements, and documentation practices
• Coordinate third-party audits, regulatory reviews, and compliance assessments
• Partner with Legal, IT, and Risk teams on privacy, ethics, and breach response initiatives
• Drive consistency and standardization across the Individual Insurance Segment

Qualifications

• Extensive experience leading compliance programs within the insurance, healthcare, financial services, or regulated industries
• Strong working knowledge of Medicare, ACA, CMS regulations, and state insurance compliance requirements
• Experience supporting enterprise or multi-location operations with scalable compliance frameworks
• Proven ability to lead regulatory audits, corrective actions, and risk mitigation initiatives
• Strong understanding of compliance governance, documentation standards, and operational controls
• Excellent communication, collaboration, and stakeholder management skills
• Ability to influence senior leadership and drive enterprise-wide alignment
• Strong analytical and problem-solving capabilities with a proactive mindset
• Experience partnering cross-functionally with Legal, Operations, IT, Marketing, and executive leadership teams

Requirements

• Strong audit outcomes and regulatory readiness
• Reduced compliance incidents and repeat findings
• Timely implementation of changing regulatory requirements
• Standardized compliance processes and documentation across agencies
• High completion and engagement rates for training and attestation programs
• Scalable compliance practices that support organizational growth

Benefits

• Salary range: $120,000 – $165,000 per year
• Eligible for performance-based bonus: Yes
• 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

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.

• Role-specific learning paths
• Leadership development programs
• Technical and compliance training
• Industry certifications and continuing education support
• Peer learning and knowledge-sharing communities