Casualty Underwriter
Confirmed on the employer's own hiring board on Oct 24, 2026. First seen by Alion on Oct 6, 2026.
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 experienced Casualty Underwriters, for both General Liability and Unsupported Excess lines, to join our growing team whose mission is focused on building a profitable book of casualty business. Ledgebrook’s vision is to deliver market relevant solutions to our key wholesale trading partners in a more frictionless environment that places an emphasis on efficiencies and quality to meet or exceed our broker’s overall needs in a risk differentiated manner. If you possess an entrepreneurial passion that includes a proven track history of delivering underwriting excellence and are seeking an opportunity to break out of the traditional insurance company mold, we’re looking for you!
As a member of the Ledgebrook Casualty team, you will regularly interact with our wholesale trading partners over the phone, virtually and in-person to drive in-appetite submission flow and convert on the best opportunities quoted. We are looking for disciplined underwriting candidates that possess a strong overall E&S casualty background with experience across multiple industry segments, i.e. manufacturing, distributors, construction, real estate, retail, mercantile, habitational and hospitality.
We are flexible with both a candidate’s experience level and physical work location. The actual position title (Underwriter, Senior UW, Executive UW, etc.) and role (Individual Contributor, Team Lead, etc.) will be dependent on a candidate’s specific experience and qualifications. We currently operate in a fully remote work environment, so we’re more focused on your experience and cultural fit than where you physically sit!
Requirements
As a future Ledgebrook Casualty Underwriter, your experience and qualifications must include:
- 5+ years experience as a Casualty underwriter
- Experience working with admitted and non-admitted paper
- Ability to work as a team player or independently in a fast-paced work environment
- Ability to underwrite new business and renewal policies for Casualty
- Deep wholesale broker trading relationships
- Effective communication skills to articulate the Ledgebrook appetite and value proposition to develop and advance wholesale broker relationships
- Understanding of pricing and risk selection criteria to achieve profitable loss ratios
- Advanced understanding of data analysis and execution of portfolio management objectives
- Innovative problem solving and solutioning skills
- Responsive, customer service focused mindset and behaviors
- Intellectual curiosity and comfort in dealing with the concept of a blank sheet of paper
- Ability to make timely decisions with appropriate information and consultation
- A strong entrepreneurial drive and desire to build and win together as a high performing team
- Ability to travel independently to meet with assigned brokers or with the broader Ledgebrook team to participate in industry conference or events
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.:
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 [email protected]. Requesting an accommodation will not negatively affect your application.
Compensation
Compensation
- Base Salary Range $75,000-$150,000- 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.