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Who is Cover Whale?

Cover Whale improves road safety by combining the insurance products we sell with our data-driven driver coaching and safety program. Our safety program is proven to save lives while delivering better insurance for our drivers.

We provide easy insurance options for our drivers at industry-leading insurance loss ratios for the insurance companies that support Cover Whale. The Commercial Auto and Trucking segment of the insurance industry badly needs our help and so do the hard-working drivers who have been struggling with ever-increasing insurance costs year after year.

Founded in 2019, Cover Whale recently closed a $27.5M Series A funding round with Morgan Stanley Expansion Capital and is continuing to scale and expand its business. For more information, please visit www.coverwhale.com.

Join us in the mission!

The Role

As a Compliance Analyst, you will be key in supporting our licensing and regulatory compliance initiatives. You will collaborate across teams to develop and implement strategies that align with business objectives, ensure compliance with state and federal regulations, and strengthen risk management practices.

Please note: This is a part-time hybrid role, requiring less than 30 hours per week and at least two in-office days each week.

Responsibilities:

+ Conduct research on compliance matters specific to the commercial trucking industry, identifying regulatory changes and potential risks that may impact business.

+ Work within a ticketing system to complete due diligence for our agency partners as well as triage compliance tickets.

+ Assist in creating, reviewing, and timely submissions of compliance reports, enhancing accuracy and property issues tracked across internal teams;

+ Support reporting and disclosure requirements, including insurance filings, broker licensing, surplus line taxes, OFAC, FMCSA, and other transportation-related filings;

+ Help review and file surplus lines taxes, broker licenses, and other insurance-related documents following state laws; and

+ Assist in preparing exhibits for responses to insurance consumer complaints, regulatory audits, and inquiries from state and federal agencies.

+ Due diligence for onboarding agency partners or agents themselves.

+ Assisting with sanctions screening to help mitigate OFAC requirements

+ Regulatory complaints and preparing legal templates.

Requirements

Education and Experience:

+ Pursuing a degree in Law, Finance, Business Administration, or other related fields

+ Interest in Compliance or Insurance (ideally P&C and/or E&S)

Must-Have Skills/Abilities:

+ Methodical and diligent with outstanding planning abilities

+ Computer skills, including proficiency in Google Office Suite, Slack, and ticketing systems such as Hubspot is helpful.

+ Excellent written and verbal communication skills and the ability to interact with senior leaders across departments

+ Excellent organizational skills and ability to take initiative on compliance projects

Benefits

Compensation: Hourly $20-$25

Commuter Stipend.