Remote Reinsurance Product Lead for Tech-Driven Platforms

Ledgebrook Insurance, LLC.; United States; Hybrid; USD 150,000 - 200,000; Full time

Benefits offered by this job

Full remote flexibility and async work

Unlimited PTO and paid sick leave

Comprehensive health benefits

401(k) with company match

High ownership and autonomy

Equity incentive program

Ambitious, high-performing team

Job summary

Ledgebrook is seeking an experienced Product Manager to lead the development of internal reinsurance brokerage platforms and fronting carrier solutions. You will drive planning, execution, and delivery while partnering with engineering, analytics, and business leadership to align with strategic goals.

You will blend technical acumen with business insight, define success metrics, and use data to steer product strategy in a fast-growing startup environment.

Qualifications

• 5+ years of experience in product management, with a track record of launching successful products.
• Data-driven approach to decision-making and delivering high-quality products.
• Strong understanding of machine learning concepts including agentic workflows, NLP, and LLMs.
• Familiarity with insurance space, particularly reinsurance treaties, fronting carrier programs and launching new products.
• Strong leadership, communication, and cross-functional team leadership.
• Experience with agile development methodologies.
• Analytical and data-driven decision making for product development.
• End-to-end product development experience from ideation to launch.

Responsibilities

• Lead development of the reinsurance brokerage platform and fronting carrier solutions.
• Define priorities, manage sprints, and align roadmap with company goals.
• Collaborate across engineering, analytics, and business leadership to delivery high-impact systems.
• Balance strategic thinking with tactical execution in a fast-moving startup environment.

Skills

Product management

Data-driven decision making

Agile methodologies

Cross-functional leadership

Leadership and communication

Problem solving

Project management

Job description

Description

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.

About the Role

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.

About you

We’re looking for a talented Product Manager passionate about building innovative insurance products that meet the needs of customers and drive business growth, and a proven track record of launching successful products. You have demonstrated a data-driven approach to decision-making and a commitment to delivering high-quality products that meet customer needs. You are able to define and measure key success metrics for products, and use data to inform product strategy and make informed decisions

• A passion for building technology that drives real business impact and elevates customer experience
• A desire to lead by example, mentoring others while staying connected to the code and architecture
• Intellectual curiosity and a drive to improve processes and systems rather than accepting the status quo
• The ability to balance strategic thinking with tactical execution in a fast-moving environment
• A strong drive and desire to win together as a high-performing team
• A moral compass to “do the right thing, period” — we have zero tolerance for toxic behaviors

Requirements

Must Haves:

• 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.

Nice to Haves:

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

Benefits

U.S & Canada 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.

For Candidates Applying From The U.S. and Canada:

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 [e-mail]. Requesting an accommodation will not negatively affect your application.

Compensation

Compensation

• Base Salary Range $150,000-$200,000- This is a good-faith compensation range based on what Ledgebrook reasonably expects to pay for this position at the time of this posting.Actual compensation may vary based on a variety of relevant factors including experience, qualifications, geographic location and other relevant factors.
• Employees in this position are eligible to participate in Ledgebrook’s equity incentive program.