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Regulatory & Compliance Director - Ryan Specialty Benefits (RSB)

Regulatory & Compliance Director - Ryan Specialty Benefits (RSB)

Ryan Specialty GroupUSA, Illinois, Chicago
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Position Summary

The Regulatory & Compliance Director at Ryan Specialty Benefits (RSB) is responsible for leading and evolving the business unit's compliance program to ensure adherence to applicable federal and state regulations, with a focus on self-funded medical stop-loss insurance and related operations. This role supports the organization's commitment to ethics, regulatory integrity, and operational excellence. The Director will collaborate closely with RSB leadership and Ryan Specialty Group's corporate legal and compliance teams to align business practices with enterprise-wide standards.

What will your job entail?

Key Responsibilities

Regulatory Compliance & Risk Management

  • Lead the development, implementation, and oversight of compliance programs to ensure adherence to applicable laws and regulations, including HIPAA, ACA, ERISA, and state insurance department requirements.
  • Monitor regulatory developments impacting the stop-loss and self-funded benefits space and recommend necessary program enhancements.
  • Develop and maintain internal controls, policies, and procedures to mitigate compliance risk.
  • Conduct risk-based compliance testing and implement corrective actions to address noncompliance.
  • Support compliance readiness for carrier audits, delegated authority reviews, and post-audit remediation.

Program Development & Strategic Initiatives

  • Contribute to the strategic direction of RSB's compliance function, including support for enterprise initiatives such as Program Ascend and technology transformation.
  • Collaborate with cross-functional teams (e.g., IT, Controllership, Operations) to embed compliance requirements into business processes and systems.
  • Conduct benchmarking and industry research to identify innovative practices and enhance program effectiveness.
  • Operational Collaboration

  • Maintain and update compliance documentation, including policies, standards, and regulatory disclosures.
  • Serve as a liaison between RSB and Ryan Specialty Group's corporate legal and compliance teams to ensure alignment and consistency.
  • Support quality assurance efforts, including underwriting file reviews and policy management oversight.
  • Qualifications

  • Bachelor's degree in Risk Management, Legal Studies, Business, or a related field.
  • 12-15 years of experience in regulatory compliance, preferably within the insurance industry, with at least 5 years in a leadership role.
  • Strong knowledge of HIPAA, ACA, ERISA, and insurance regulatory frameworks.
  • Experience drafting and implementing compliance documentation, policies, and procedures.
  • Demonstrated ability to lead compliance initiatives, manage risk, and influence cross-functional teams.
  • Excellent analytical, organizational, communication, and interpersonal skills.
  • Familiarity with self-funded medical stop-loss insurance, third-party administrator (TPA) relationships, retail brokers, and general agents is preferred.
  • Ryan Specialty is an Equal Opportunity Employer. We are committed to building and sustaining a diverse workforce throughout the organization. Our vision is an inclusive and equitable workplace where all employees are valued for and evaluated on their performance and contributions. Differences in race, creed, color, religious beliefs, physical or mental capabilities, gender identity or expression, sexual orientation, and many other characteristics bring together varied perspectives and add value to the service we provide our clients, trading partners, and communities. This policy extends to all aspects of our employment practices, including but not limited to, recruiting, hiring, discipline, firing, promoting, transferring, compensation, benefits, training, leaves of absence, and other terms, conditions, and benefits of employment.

    How We Support Our Teammates

    Ryan Specialty seeks to offer our employees a comprehensive and best-in-class benefits package that helps them - and their family members - achieve their physical, financial, and emotional well-being goals. In addition to paid time off for company holidays, vacation, sick and personal days, Ryan offers paid parental leave, mental health services and more.

    The target salary range for this position is $172,000.00 - $215,000.00 annually.

    The wage range for this role considers many factors, such as training, transferable skills, work experience, licensure and certification, business needs, and market demands. The pay range is subject to change and may be modified in the future. Full-time roles are eligible for bonuses and benefits. For additional information on Ryan Specialty Total Rewards, visit our website https : / / benefits.ryansg.com / .

    We provide individuals with disabilities reasonable accommodations to participate in the job application or interview process, to perform essential job functions, and to receive other benefits and privileges of employment in accordance with applicable law. Please contact us to request an accommodation at HR@Ryansg.com

    The above is intended to describe this job's general requirements. It is not to be construed as an exhaustive statement of duties, responsibilities, or physical requirements. Nothing in this job description restricts management's right to assign or reassign duties and responsibilities to this job at any time. Reasonable accommodations may be made to enable individuals with disabilities to perform essential functions.

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