Senior Regulatory Compliance Analyst

Preferred Risk Insurance•Chicago, IL

5d•$70,000 - $95,000

About The Position

The Senior Regulatory Compliance Analyst is an experienced compliance professional who supports and strengthens the Property & Casualty compliance program, primarily for non-standard personal auto and commercial auto insurance, as well as general liability. The role monitors and interprets federal and state insurance regulations and assesses their impact on insurance products and business operations. It leads internal compliance Focused Department Reviews, assists with regulatory filings and market conduct examinations, and partners with business areas to assess compliance risks and requirements. The analyst works across functions, handles complex regulatory issues, and develops practical, risk-aware solutions while managing multiple priorities independently and as part of a team.

Requirements

At least 6 years of experience in insurance regulatory compliance, preferably in personal and commercial auto and general liability, or similar property and casualty work.
Substantial working knowledge of personal auto and commercial auto insurance regulations.
Experience conducting insurance industry audits of personal and commercial auto insurance, focused on internal policies, statutory regulations, risk identification and mitigation, and industry best practices.
Strong analytical, investigative, and problem-solving skills, including the ability to assess and interpret complex regulatory requirements and translate them into practical guidance.
Excellent written and verbal communication skills, professionalism, time management, organization, and attention to detail.
Ability to manage multiple priorities independently and work effectively in a team environment.
Experience collaborating across functions to understand business-unit needs, goals, objectives, and challenges and formulate recommended solutions and guidance.
Experience using AI-enabled tools for research, data analysis, document review, and workflow efficiency while maintaining accuracy, confidentiality, and regulatory compliance.

Nice To Haves

Bachelor's degree in Business, Finance, Risk Management, Legal Studies, or a related field.
Experience supporting policy form, rate, or rule filings for auto insurance.
Experience with market conduct examinations involving underwriting or claims practices.
Familiarity with NAIC Model Laws, NIST guidelines, unfair trade practices, and consumer protection requirements.
Professional certifications such as ACP, CCP, or CCEP.
Experience using compliance management systems or regulatory tracking tools, such as Thomson Reuters Westlaw or Wolters Kluwer OneSumX.
Knowledge of Microsoft Office Suite, including OneNote and LIST.
Experience viewing records in Guidewire, PTS, and ImageRight.
Knowledge of Thomson Reuters Westlaw and APCIA Compliance research resources.

Responsibilities

Monitor changes in state and federal P&C insurance regulations, including personal auto, commercial auto, and general liability requirements, DOI bulletins, and other regulatory guidance; translate requirements into clear guidance for business and operational teams.
Track proposed bills and enforcement trends affecting underwriting, rating, policy forms, claims handling, billing, cancellations, non-renewals, cybersecurity, advertising, and producer practices.
Assist with developing, implementing, and maintaining compliance policies, procedures, and controls related to personal and commercial auto insurance and general liability insurance.
Advise the organization on regulatory requirements, audit findings, and compliance expectations.
Develop and update Legal/Compliance guidelines to align business units with internal policies, regulatory requirements, and industry best practices.
Conduct risk-based Focused Department Reviews across insurance operations and prepare reports documenting findings, recommendations, corrective action plans, and remediation activities.
Assist with maintaining compliance calendars and documentation supporting regulatory approvals.
Participate in organization-wide projects involving product or process changes and regulatory compliance.
Support other business units in developing and delivering compliance training on personal auto, commercial auto, and general liability regulatory requirements.
Attend webinars and conferences as needed to expand compliance knowledge and build industry contacts.
Mentor and serve as a resource to other Regulatory Compliance Analysts and Compliance Quality Analysts, as applicable.
Perform additional duties assigned by the General Counsel or Director of Compliance.