Ryan Specialty

Regulatory & Compliance Director

Ryan Specialty

full-time

Posted on:

Location Type: Remote

Location: Remote • Illinois • 🇺🇸 United States

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Salary

💰 $172,000 - $215,000 per year

Job Level

Lead

About the role

  • 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.
  • 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.
  • 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.

Requirements

  • 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.
Benefits
  • paid time off for company holidays
  • vacation
  • sick and personal days
  • paid parental leave
  • mental health services

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard skills
regulatory compliancecompliance documentationrisk managementcompliance testingpolicy developmentprogram enhancementaudit readinessquality assurancebenchmarkinganalytical skills
Soft skills
leadershiporganizational skillscommunication skillsinterpersonal skillscollaborationinfluencestrategic directionproblem-solvingattention to detailadaptability
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