Senior Manager, Compliance Assurance & Business Continuity

Reports To: Director, Regulatory Compliance Department: Regulatory Compliance Location/Schedule: Chicago, IL/Hybrid, 3 days in-office or Fully Remote Classification: Full-Time / Exempt Who We Are: Old Republic is a leading specialty insurer that operates diverse property & casualty and title insurance companies. Founded in 1923 and a member of the Fortune 500, we are a leader in underwriting and risk management services for business partners across the United States and Canada. Our specialized operating companies are experts in their fields, enabling us to provide tailored solutions that set us apart. Position Overview: The Sr. Manager, Compliance Assurance & Business Continuity leads enterprise compliance monitoring, regulatory oversight, business continuity, remediation, and information governance. This role partners with Operating Companies and Corporate stakeholders to assess compliance, address regulatory gaps, support examinations and audits, and strengthen business continuity practices. The Sr. Manager also helps translate regulatory requirements into practical, scalable solutions across Old Republic’s decentralized environment. Essential Job Functions: Assess regulatory applicability and impact across Operating Companies and business functions, maintain supporting documentation, and track risks, dependencies, and remediation activities. Support regulatory examinations, audits, inquiries, and surveys; recommend corrective actions, monitor remediation, and validate sustainable resolution. Lead risk-based, technology-enabled compliance monitoring and assurance activities to identify risks, control gaps, and material issues, and report results, trends, and remediation status. Support governance and implementation of the Business Continuity Management program, including standards, templates, guidance, plans, documentation, review schedules, and reporting requirements. Guide Operating Companies and business functions on continuity planning, monitor program compliance, track gaps and remediation, and report overall program status. Own and maintain the Regulatory Compliance document library and repository, including sites, navigation, libraries, lists, and content structures. Establish and promote standards for metadata, nomenclature, permissions, version control, retention, content ownership, adoption, and governance. Develop SharePoint solutions and user guidance supporting compliance assurance, business continuity, regulatory examinations, policies, and compliance resources. Lead Regulatory Compliance team members by setting clear goals, priorities, and performance expectations while fostering accountability, collaboration, continuous improvement, and service excellence. Coach and develop team members through training, mentoring, and knowledge sharing. Lead cross-functional initiatives and support departmental planning, prioritization, resource management, and timely execution of objectives. Qualifications: Bachelor's degree in Insurance, Business, Legal Studies, Risk Management, or a related field. 7+ years of experience in insurance regulatory compliance, compliance assurance, internal audit, business continuity, or related governance and control functions. Experience assessing compliance risks and control effectiveness, supporting remediation, and overseeing compliance monitoring, assurance, or business continuity programs. Experience supporting regulatory examinations, audits, inquiries, corrective actions, and related documentation. Knowledge of insurance laws, regulatory obligations, insurance operations, policy lifecycle, controls testing, assurance methodologies, and business continuity principles. Experience administering information governance, document management, collaboration, workflow, reporting, dashboard, and executive presentation solutions. Demonstrated ability to lead complex cross-functional initiatives, assess regulatory impact, and drive accountability across Operating Companies and business functions. Strong analytical, problem-solving, communication, and relationship management skills, with the ability to track risks, dependencies, and remediation activities and escalate significant issues. Experience leading technology-enabled, risk-based compliance monitoring and assurance activities; identifying control gaps and material issues; recommending corrective actions; and validating sustainable resolution. Ability to maintain assurance and regulatory documentation and prepare reports on results, trends, risks, and remediation status. Experience supporting the governance and implementation of Business Continuity Management programs, including plans, standards, templates, guidance, documentation, review schedules, reporting, and regulatory records. Ability to guide Operating Companies and business functions on continuity planning, monitor program compliance, track gaps and remediation, and report overall program status. Experience owning and maintaining regulatory compliance repositories, sites, libraries, lists, navigation, and content structures, with standards for metadata, nomenclature, permissions, version control, retention, and ownership. Ability to influence stakeholders, build effective partnerships in a decentralized environment, and manage multiple priorities, deadlines, and evolving business needs. Proficiency with business productivity, reporting, workflow, automation, and collaboration tools to improve oversight, efficiency, and program effectiveness. ORI is an Equal Opportunity Employer. ORI provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training.