ledgebrook
ledgebrook1mo ago
New
$75,000 – $100,000/yr

Underwriting Training and Development Specialist (Speciality Lines)

United StatesUnited StatesRemotemid
OtherDevelopment
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Quick Summary

Overview

Description Ledgebrook is an InsurTech MGA on a mission to bring Specialty insurance into the modern era. Burdened with legacy technology and processes,

Technical Tools
OtherDevelopment

Ledgebrook is an InsurTech MGA on a mission to bring Specialty insurance into the modern era. Burdened with legacy technology and processes, the industry has not kept pace with the speed of innovation seen in other sectors. Positioned at the cutting edge of the next generation of InsurTech, Ledgebrook offers the best of both worlds: innovative world-class technology deployed by a leadership team armed with over 100 years of insurance expertise.

Our long-term vision is to become a diversified full stack Specialty re/insurer competing with legacy carriers in product lines & markets across the globe. To get there, Ledgebrook builds its premium base by rolling out a new Specialty product every ~6 months until we prove enough traction to raise a balance sheet, become a full stack carrier and eventually compete in the reinsurance markets. Our initial product is a domestic primary and excess GL E&S policies sourced via wholesale brokers.

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. 

Ledgebrook is a fully-remote US based company backed by top venture and family office investors including Brand Foundry, American Family Ventures, Duquesne Family Office, and Stephens Group. We’re a fully remote team prioritizing impact, ownership, and collaboration.

About the Role

~1 min read

Please note: This position is open only to candidates who are authorized to work in the United States 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.

What We Offer

~1 min read
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
A high degree of ownership, autonomy, and the opportunity to help build and shape a growing company
The chance to make a meaningful impact while working alongside an ambitious, high-performing team
Exposure to the challenges and opportunities of a fast-growing startup environment
Base Salary Range $75,000-$100,000. 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.

Location & Eligibility

Where is the job
United States
Remote within one country
Who can apply
US

Listing Details

Posted
June 29, 2026
First seen
June 29, 2026
Last seen
July 29, 2026

Posting Health

Days active
0
Repost count
0
Trust Level
61%
Scored at
June 29, 2026

Signal breakdown

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ledgebrookUnderwriting Training and Development Specialist (Speciality Lines)$75k–$100k