Reinsurance Product Manager

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.

This is a high-impact Reinsurance Product Manager role focused on leading the development of the systems that will power Ledgebrook’s internal reinsurance brokerage platform & Fronting Carrier Solutions. You will be responsible for driving the planning, execution, and delivery of the Reinsurance Brokerage initiatives, working cross-functionally with engineering, product, data, and business teams.

You’ll partner closely with engineering, analytics, and business leadership to define priorities, manage sprints, and ensure our roadmap aligns with company goals.

The ideal candidate thrives at the intersection of technology and business, identifying high value solutions, coordinating across teams, and driving delivery for high-impact internal & external systems.

• 5+ years of experience in product management, with a track record of launching successful products.
• Proven experience delivering easy to use, data-driven products in production environments
• Strong understanding of machine learning concepts including Agentic Workflows, NLP, and LLMs
• Familiarity with the overall insurance space, with a focus around reinsurance treaties, fronting carrier programs and the process to launch new insurance products
• Strong leadership and communication skills, with experience leading cross-functional teams.
• Experience with agile development methodologies.
• Analytical and data-driven approach to decision-making.
• Strong understanding of product development processes, from ideation to launch.
• Excellent problem-solving and project management skills.

• Experience in insurance, fintech, or other regulated industries
• Experience working with modern LLM platforms (e.g., Claude, Hugging Face, AWS Bedrock)

Please note: This position is open only to candidates who are authorized to work in the United States or Canada without the need for current or future employer-sponsored work authorization. We are unable to offer sponsorship at this time.

Ledgebrook may use Artificial Intelligence (“AI”) as part of the job application process, including to assist us in evaluating your application. AI is used as a support tool, and hiring decisions are made by human recruiters. By submitting your information, you acknowledge that the company may use AI tools as part of our evaluation. If you need a reasonable accommodation or alternative review process because of a disability or other legally protected basis, contact hiring@ledgebrook.com. Requesting an accommodation will not negatively affect your application.