Director of Compliance

🕒 September 29

🇺🇸 United States – Remote

💵 $150k - $250k / year

⏰ Full Time

🔴 Lead

🚔 Compliance

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Ledgebrook

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2021

🛡️ Insurance

🤝 B2B

💸 Finance

💰 $65M Series C on 2025-07

Insurance • B2B • Finance

<Ledgebrook> is a tech-enabled Excess & Surplus (E&S) managing general agent (MGA) that provides fast, data-driven quoting and underwriting services to wholesale brokers. Ledgebrook combines a next-generation tech stack, modeling and analytics, and experienced underwriters to deliver rapid, streamlined submissions and casualty products such as general liability and professional liability.

📋 Description

• Provide practical compliance advice, services, and oversight to support the launch of Stonehaven Specialty Insurance Company. • Report to the Chief Operating Officer, with a dotted line to the Chief Risk Officer for risk oversight. • Work closely with the Stonehaven Programs team and collaborate with Ledgebrook’s Legal, Regulatory and Compliance Department. • Provide direction and oversight regarding Stonehaven’s policy forms, notices, and related materials. • Participate in due diligence and vetting of Program Administrator/Managing General Agent opportunities. • Manage the repository of third-party agreements and track associated compliance and regulatory requirements. • Prepare monthly status reports on adequacy for stakeholders and quarterly reports for board presentation. • Manage and assist with required insurance licensing matters for Stonehaven. • Collaborate on material or enterprise-related legal, regulatory, and compliance matters. • Monitor, mitigate, and remediate compliance risks across Stonehaven and the wider Ledgebrook organization.

🎯 Requirements

• Minimum of 7 years of experience in a compliance role, preferably for a (re)insurance company, insurance brokerage firm or program administrator/managing general agent • Strong knowledge of U.S. insurance laws/regulations applicable to surplus lines insurers • Experience with delegated authority underwriting, including fronting arrangements. • Excellent written and verbal communication skills. • Exceptional analytical and problem-solving abilities. • Agility to manage multiple priorities and deadlines effectively. • High degree of professionalism, ethics, and integrity. • Relevant professional designations, such as CCEP, are nice to have. • Authorized to work in the United States without current or future employer-sponsored work authorization.

🏖️ Benefits

• Full remote flexibility and asynchronous work culture. • Unlimited PTO and fully paid sick leave. • Comprehensive health benefits, including medical, dental, and vision coverage, plus HSA and FSA options. • Additional financial protection and retirement benefits, including a 401(k), company-paid life insurance, and disability coverage. • Eligibility to participate in Ledgebrook’s equity incentive program.

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