Senior Accounting Manager - Insurance

Ledgebrook is an AI-native specialty insurance platform. When a business needs coverage that is custom and complex, its broker comes to us, and our underwriters give them an answer, often in hours rather than weeks.

We built our technology from scratch, with AI in it from the first line of code. The technology helps price the risk; the underwriter uses their judgment to decide. There are always two hands on the wheel.

We are insurance industry insiders, and we eat our own cooking:
Ledgebrook writes the policy and shares the risk through our own carrier, Ledgebrook Specialty, rated A- (Excellent) by AM Best. We work exclusively through wholesale brokers.

Our vision: to make the wheels of insurance spin faster.

At Ledgebrook, everything we do is driven by our culture:
Care, Strive, Thrive Together. To succeed in modernizing the industry, we must first succeed in changing the way we do business. Talent density is our north star—fewer, better people working together as one. To that end we’ve replaced all individual incentives with generous equity packages—we play as a team, we win as a team. Everyone benefits handsomely from Ledgebrook’s success.

We are seeking a forward-thinking and highly motivated Insurance Senior Accounting Manager – Insurance 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 Senior Accounting Manager - Insurance who is excited not only about accounting excellence, but also about how technology can transform finance operations. You will be responsible for overseeing insurance accounting and reporting, working within the Finance Team and other functional teams. 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 insurance accounting workflows.

What You’ll Do:

• Own monthly, quarterly and annual financial close processes for all assigned insurance entities, ensuring timely and accurate reporting.
• Ensure timely and accurate recording of journal entries, accruals, estimates and adjustments related to premiums, commissions, claims, deferred acquisition costs and other expenses.
• Oversee balance sheet reconciliations, income statement fluctuation analysis and supporting schedules to ensure completeness and accuracy of financials in compliance with applicable accounting standards (US GAAP, NAIC Statutory Accounting Principles and state regulatory requirements.
• Develop, implement and maintain accounting policies, procedures and documentation to support financial reporting and strengthen internal controls.
• Lead accounting process improvement initiatives to enhance efficiency, scalability and accuracy.
• Collaborate with FP&A on financial forecasts, budget vs. actual variances and management reporting.

We love working with people who are eager to learn constantly and genuinely excited about the chaotic, rewarding process of building a company from the ground up.

You’ll be a great fit if you bring:

• A Strong Moral Compass:
  You believe in doing the right thing, period. We have a strict zero-tolerance policy for toxic behaviors.
• Customer-First Empathy:
  You are passionate about delivering an exceptional experience to everyone you work with, both inside and outside the company.
• Intellectual Curiosity:
  You naturally question the status quo and love finding innovative ways to solve problems.
• A Growth Mindset:
  You possess a hunger for…