Director of Individual Insurance Compliance & Regulatory Affairs
OVERVIEW
Director of Individual Insurance Compliance & Regulatory Affairs
Individual Insurance Segment - Remote
About the Role
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.
Why Alera Group
Meaningful Impact: Help shape the compliance foundation supporting millions of healthcare and insurance interactions while protecting clients, consumers, and the organization.
Growth & Learning: Join a fast-growing national organization where you'll influence enterprise strategy, operational transformation, and long-term scalability.
Collaborative Culture: Work alongside Legal, Operations, Strategy and Compliance in a highly collaborative and mission-driven environment.
RESPONSIBILITIES
What You’ll Do
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
What You Bring
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
What Sets You Up for Success
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
ADDITIONAL INFORMATION
Compensation:Salary range: $120,000 – $165,000 per yearEligible for performance-based bonus: Yes
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-JP1
#Nationwide
Location Type
Remote
Apply To This Job
Director of Individual Insurance Compliance & Regulatory Affairs
Individual Insurance Segment - Remote
About the Role
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.
Why Alera Group
Meaningful Impact: Help shape the compliance foundation supporting millions of healthcare and insurance interactions while protecting clients, consumers, and the organization.
Growth & Learning: Join a fast-growing national organization where you'll influence enterprise strategy, operational transformation, and long-term scalability.
Collaborative Culture: Work alongside Legal, Operations, Strategy and Compliance in a highly collaborative and mission-driven environment.
RESPONSIBILITIES
What You’ll Do
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
What You Bring
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
What Sets You Up for Success
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
ADDITIONAL INFORMATION
Compensation:Salary range: $120,000 – $165,000 per yearEligible for performance-based bonus: Yes
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-JP1
#Nationwide
Location Type
Remote
Apply To This Job