Head of Reinsurance Accounting

Ledgebrook

19h • $140,000 - $160,000 • Remote

About The Position

We are seeking a forward-thinking and highly motivated Reinsurance Accounting Manager who will report directly into the Group Controller. As Ledgebrook continues to scale, our Finance function is also scaling - we are building a team of professionals that have deep insurance and finance expertise, are passionate about leveraging AI and high-tech systems, and are excited to support a company that is building from the ground up. In this role, we are seeking a Reinsurance Accounting Manager who is excited not only about accounting excellence, but also about how technology can transform finance operations. You will be responsible for overseeing reinsurance accounting and reporting, working within the Finance Team but working very closely with our Ledgebrook Re Team - our in-house reinsurance brokerage. We want someone who doesn't just execute the process, but actively looks to improve it — ideally with hands-on experience using AI tools or building automation to streamline reinsurance accounting workflows.

Requirements

• Bachelor’s degree in accounting, finance or a related field required.
• Minimum of 5-7 years of reinsurance accounting experience, with in-depth knowledge of reinsurance principles, accounting standards and regulatory requirements.
• Familiarity with accounting software and proficient in Microsoft Excel. Workday experience is a plus.
• Experience of using AI tools to improve or automate financial processes.
• Excellent analytical, problem solving and organizational skills, with strong attention to detail.
• Ability to multi-task, prioritize, and work independently in a collaborative and fast-paced setting.

Nice To Haves

• Workday experience

Responsibilities

• Own the end-to-end accounting for assumed and ceded reinsurance transactions, for two Ledgebrook carrier entities — premiums, losses, commissions, reinstatement premiums, profit commissions, and related entries.
• Manage reinsurance balances including funds withheld, premiums payable/receivable, and loss recoverables.
• Modernize how we produce and reconcile reinsurance statements, bordereaux and settlements — building automated workflows and applying AI tools to cut manual effort and boost accuracy.
• Support current expected credit loss (CECL) analysis on reinsurance accounts.
• Prepare statutory reporting (including Schedule F) and support audit requests.
• Keep our processes compliant with company policy and regulatory requirements, while staying ahead of evolving accounting guidance for complex reinsurance structures

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.
• Ledgebrook’s equity incentive program.

What This Job Offers

• Job Type: Full-time
• Career Level: Manager