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Salary
$130k – $180k per year
Location
Remote (United States, Canada)
Seniority
Staff · 5+ years exp
Visa
No sponsorship (stated in the posting)

Confirmed on the employer's own hiring board on Nov 5, 2026. First seen by Alion on Nov 4, 2026. Ledgebrook scores A on the Alion truth index.

Overview
Company
Impact
Profile match
Ledgebrook is an AI-native specialty insurance platform that gives wholesale brokers a fast quoting experience for custom and complex coverage. Its underwriters use its own technology to answer brokers often within hours, and the company hires underwriters, product managers, data analysts and engineers, including a team in Poland. The company is headquartered in Needham, Massachusetts, United States.

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

Ledgebrook is seeking an experienced Catastrophe Modeler & Analytics Specialist to join our Property Pricing team. On this team, you’ll model our property risks and help monitor portfolio exposure to catastrophe events.

You will report to our Head of Property Pricing and collaborate with engineering, data excellence, pricing and analytics, finance, and underwriting to help communicate risk as we work to build our property portfolio consisting of traditional / shared and layered property and inland marine.

What You’ll Do:

  • Model individual E&S property submissions: Use Moody’s RMS model to deliver timely loss metrics (AAL, PML) to underwriters.
  • Model and monitor aggregate accumulations: Run the entire portfolio through catastrophe models to track tail values at risk as well as average annual losses.
  • Support exposure data quality: Clean and enhance submission exposure data, set data standards, and build automated validations to catch issues before modeling.
  • Set up, streamline and automate CAT modeling workflows: Develop and oversee automated pipelines that move submissions from raw exposure data to modeled results quickly and reliably.
  • Build portfolio analytics: Develop dashboards and analyses in Power BI, Python, and SQL that track exposure, accumulations, and portfolio performance across the Property and Inland Marine book.
  • Partner across the business: Collaborate closely with Capital Modeling, Finance, Actuarial, and Data Engineering to embed cat insights into pricing, reinsurance, and capital decisions.
  • Communicate risk clearly: Translate complex model output into actionable insights and present technical analysis to underwriters and executive stakeholders.

About you

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 continuous learning and want to constantly expand your skillset.
  • Urgency & Prioritization: You can pivot quickly and balance the need to get things right with the speed of getting them done right now.
  • A Solution-Oriented Outlook: When things go wrong, you don’t look for blame-you immediately focus on how to fix it.
  • Transparent Communication: You value honesty, clarity, and open feedback.
  • Team-First Energy: You want to win together as a high-performing team and actively build connections across our remote locations.

Requirements

Must Haves:

We are looking for candidates with a collaborative approach, strong analytical skills, and a passion for leveraging data to drive business outcomes. Some specific experiences and skills include:

  • At least five years experience analyzing P&C insurance data (e.g., policy, premium, claims, or submission metrics) in support of actuarial, analytics, or finance functions
  • Advanced SQL, Excel, and Power BI for investigation, data modeling, and reporting
  • Excellent communication and presentation skills to collaborate with stakeholders across the organization
  • Close attention to detail and the curiosity to trace complex data inconsistencies back to their source
  • Comfort integrating AI tools in day-to-day workflows to drive efficiencies
  • A self-starter who takes accountability, thrives in a fast-paced environment, and handles ambiguity well
  • Hands-on proficiency in RMS and/or AIR Touchstone

Nice To Haves:

  • Familiarity with integrating data with finance/ERP systems (e.g., Workday)
  • Experience at an MGA or a carrier that partners with MGAs
  • Exposure to Snowflake, Python, Power Query, and/or AI tools that streamline day-to-day workflows

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.

Compensation

Compensation:

  • Base Salary Range $130,000-180,000. 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.

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.

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