Senior Compliance Manager

Who is Cover Whale?

Cover Whale is the nation's leading commercial trucking MGA. We improve road safety by combining the insurance products we sell with our telematics-based, data-driven driver coaching and safety program known as DriveSmart. Our program is proven to save lives while delivering better insurance for our drivers. For more information, please visit www.coverwhale.com .  Join us in the mission!

The Role

The Senior Compliance Manager is responsible for leading complex compliance activities, ensuring adherence to regulatory requirements, and providing expert guidance across the organization. This role oversees reporting, filings, and regulatory responses, including audits and consumer complaints, while developing and enhancing policies, procedures, and controls to support a strong compliance framework.

This is a senior, cross-functional role that partners with internal teams to interpret regulations, mitigate risk, and drive strategic compliance initiatives aligned with business objectives. The Senior Compliance Manager also monitors regulatory developments, supports process improvements, and helps build a scalable, efficient compliance function.

Responsibilities

Resolve complex regulatory compliance matters, conducting comprehensive research, and making informed decisions

Monitor legislative and regulatory changes applicable to Cover Whale’s business, communicate their impact to the organization, and design solutions to mitigate regulatory compliance risks

Develop and enhance compliance policies, protocols/procedures for Cover Whale’s core business, as well as new business initiatives, to support strong regulatory compliance posture

Conduct regular compliance risk assessments to evaluate adherence to Company compliance policies and develop strategies to mitigate identified risks

Lead the creation, certification, and timely forwarding of Compliance reports to partners internally, ensuring data accuracy and efficient issue-logging

Independently manage the preparation of accurate and timely responses to insurance consumer complaints received from the State Department of Insurance, BBB, and directly from consumers, ensuring accuracy and compliance with applicable regulations for both consumer complaints and coverage disputes/compliance escalations

Manage corporate governance and Secretary of State obligations across all entities, including annual reports, good-standing maintenance, registered-agent administration, and entity formations and name changes

Manage and oversee (i) insurance producer and entity licensing (resident and non-resident), appointments, and licensing-driven commission gatekeeping or Cover Whale, its carrier partners and agents and (ii) OFAC, AML and other mandatory screening requirements

Oversee compliance with other mandatory reporting and filing requirements – including surplus line taxes, FMCSA, and other state and federal transportation-related filings

Develop and facilitate compliance training programs for employees to enhance compliance awareness and competence.

Prepare and provide comprehensive materials and information for internal and external regulatory audits, data calls, surveys, and investigations, and draft detailed responses

Regularly monitor and analyze regulatory developments and best practices in the insurance and corporate governance sectors to address any changes; build and maintain the Regulatory Change Management process

Collaborate with management to develop and implement strategic compliance initiatives that align with organizational goals. Verify and ensure that corrective actions are effectively implemented to confirm that mitigation plans are successful

Actively incorporate AI and other emerging technologies into daily workflows to drive efficiency and innovation, while maintaining sound judgment, data integrity, and compliance standards