Bermuda Compliance Specialist & Site Lead

The Bermuda Site Leader & HR Compliance Specialist is responsible for fostering a high-performing, inclusive, and collaborative culture within the Bermuda office, while ensuring strict adherence to local labor laws, immigration requirements, and regulatory standards. This role supports Markel Bermuda’s long-term profit and growth strategy by driving operational excellence, internal alignment, and compliance. The position serves as a key point of contact for internal and external stakeholders, working closely with HR Solutions partners, Employee Relations, Legal, Compliance, and Audit teams.

Key Responsibilities

Leadership & Culture

• Champion a strong sense of purpose, vision, and community across the Bermuda team.
• Foster a high-performing, inclusive, and collaborative office culture.
• Facilitate transparent and effective communication between Bermuda employees and enterprise leadership.
• Provide insights and recommendations to the MBL Board and senior leadership on operational, cultural, and compliance matters.
• Assist with monthly senior leadership calls.
• In partnership with Sr. Leadership send office-wide communications regarding closures, initiatives, and general updates.

Operational Excellence

• Oversee day-to-day internal operations, including facilities, compliance, and administrative functions.
• Ensure smooth execution of internal processes and policies.
• Drive a unified approach to IT technology and systems.
• Partner with Workplace Resources and Real Estate on building and maintenance matters.
• Coordinate with Business Continuity Partners for hurricane preparedness and response.
• Lead the management of local facilities, ensuring the office environment is safe, functional, and aligned with organizational standards.
• Supervise and provide directions to individuals responsible for facilities, reception, and office support services, ensuring high quality performance and accountability.
• Oversee vendor relationships related to facilities, maintenance, cleaning, and security, ensuring services levels meet contractual and operational expectations.
• Develop and implement procedures for space planning, office moves, equipment upkeep, and general workplace optimization.
• Monitor facility-related budgets and expenditures, ensuring cost-effective operations and adherence to financial guidelines

HR Compliance & Regulatory Affairs

• Lead coordination and submission of work permit applications, renewals, and terminations.
• Monitor permit timelines and proactively manage expirations and renewals.
• Maintain detailed records and ensure documentation meets Bermuda Immigration standards.
• Stay informed of changes to Bermuda’s labor and immigration laws, advising HR leadership on operational impacts.
• Develop and update internal policies and procedures to reflect regulatory changes.
• Support internal audits and compliance reviews, preparing documentation and responding to inquiries.
• Collaborate with Employee Relations to support investigations and case documentation with regulatory implications.
• Partner with external HR Solutions firms for efficient and compliant permit processing.
• Provide guidance to business unit leaders and employees on compliance-related questions and processes.

Health, Safety & Community

• Member of the Health & Safety Committee.
• Qualified in First Aid and AED; serve as Fire Marshall for a floor.

Reporting & Analysis

• Generate regular reports on permit status, compliance metrics, and regulatory trends.
• Identify process improvements and contribute to compliance-related projects and initiatives.

Qualifications & Experience

• College or university degree preferred; Bachelor’s degree in Human Resources, Business Administration, or related field is a plus.
• 8+ years in the insurance industry, with proven success in leadership, people development, and internal operations preferred.
• 4–6 years of HR experience focused on compliance, immigration, or regulatory affairs.
• Strong understanding of Bermuda’s employment and immigration regulations.
• Experience managing or supervising individuals responsible for facilities, office operations, or administrative support.
• Proven ability to oversee facilities-related activities, including vendor management, maintenance coordination, and workplace environment standards.
• Experience working with external vendors and cross-functional teams.

Skills

• Strong leadership and team-building capabilities.
• Strategic thinking and operational execution.
• Excellent organizational, communication, and interpersonal skills.
• Analytical skills for reporting and compliance oversight.
• Collaborative and growth-oriented mindset.
• Ability to manage sensitive information with discretion and professionalism.

Other Requirements

• Role is based in Bermuda.