United States · Remote Solely
$150k–$175k/yr
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 secto…
Skills: Capital adequacy modeling, Financial planning, Loss reserve modeling, Statutory finance, Underwriting profitability analysis
United States · Remote Solely
$200k–$250k/yr
Ledgebrook is seeking a Head of Forward Deployed Engineering to lead the hands-on deployment, scaling, and adoption of production AI and agentic software across our core business units. In this role, you will lead a high…
Skills: Agentic frameworks, Claude Code, LangGraph, CrewAI, Software engineering
Chicago, Illinois, United States · Remote OK
$75k–$120k/yr
Does it ever feel like you’re underwriting with one hand tied behind your back? Tired of the struggles and inefficiencies associated with legacy systems and processes? Spending too much of your time and energy navigating…
Skills: Cyber Underwriting, Tech Underwriting, MPL Underwriting, E&S Market, Wholesale Broker Trading
United States · Remote Solely
$75k–$150k/yr
Does it ever feel like you’re underwriting with one hand tied behind your back? Tired of the struggles and inefficiencies associated with legacy systems and processes? Spending too much of your time and energy navigating…
Skills: Casualty underwriting, General liability, Excess lines, Wholesale broker relationships, Risk selection
United States · Remote Solely
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 secto…
Skills: Workday Financials, Functional Configuration, Business Process Setup, Financial Accounting, GAAP
United States · Remote OK
$100k–$140k/yr
Ledgebrook is seeking an Client Experience Manager, to join our growing team whose mission is focused on providing best in class service for our largest accounts and key stakeholders. As a member of the Client Experience…
Skills: Client satisfaction, Relationship management, Strategic planning, Insurance distribution, Wholesale brokerage
United States · Remote Solely
$180k–$220k/yr
At Ledgebrook, we are building an Excess & Surplus (E&S) lines insurance company that combines deep underwriting and pricing expertise with a modern tech platform fit for the future of insurance– truly a best of both wor…
Skills: Python, SQL, Airflow, Dbt, Terraform
United States · Remote OK
The Vice President, South Central Zone Leader is responsible for the overall leadership, performance, and profitable growth of the South Central Region. This executive leadership role oversees a team of underwriters whil…
Skills: Commercial Casualty Underwriting, Regional Leadership, Portfolio Management, Business Development, Broker Relationship Management
United States · Remote OK
The Vice President, Northeast Zone Leader is responsible for the overall leadership, performance, and profitable growth of the Northeast Region. This executive leadership role oversees a team of underwriters while drivin…
Skills: Commercial Casualty Underwriting, Regional Leadership, Portfolio Management, Business Development, Broker Relationship Management
United States · Remote Solely
$200k–$400k/yr
Are you ready to help shape the future of a legal, regulatory and compliance function in a modern, tech-driven environment? At Ledgebrook, we’re building a next-generation insurance infrastructure - fast, smart, and scal…
Skills: Insurance law, Reinsurance, Corporate governance, Regulatory filings, Contract review
Wrocław, Lower Silesian Voivodeship, Poland · Hybrid
$12k–$15k/mo
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 secto…
Skills: IT Support, Helpdesk Management, Google Workspace Administration, Windows Support, macOS Support
United States · Remote OK
The Vice President, Northwest Zone Leader is responsible for the overall leadership, performance, and profitable growth of the Northwest Region. This executive leadership role oversees a team of underwriters while drivin…
Skills: Commercial Casualty Underwriting, Regional Leadership, Portfolio Management, Business Development, Broker Relationship Management
United States · Remote OK
The Vice President, Southwest Zone Leader is responsible for the overall leadership, performance, and profitable growth of the Southwest Region. This executive leadership role oversees a team of underwriters while drivin…
Skills: Commercial Casualty Underwriting, Regional Leadership, Portfolio Management, Business Development, Broker Relationship Management
Wrocław, Lower Silesian Voivodeship, Poland · Remote Solely
$10k–$13k/mo
Ledgebrook is seeking a Data Associate, Data Excellence to join our Product & Data team. On this team, you’ll lead analytical efforts to drive data informed decision-making across the entire organization by gathering, an…
Skills: Sql, Excel, Vba, Power Query, Power Bi
Wrocław, Lower Silesian Voivodeship, Poland · Remote Solely
$13k–$16k/mo
Ledgebrook is seeking an experienced Data Analyst, Data Excellence to join our Product & Data team. On this team, you’ll lead analytical efforts to drive data informed decision-making across the entire organization by ga…
Skills: Sql, Excel, Vba, Power Query, Power Bi
Wrocław, Lower Silesian Voivodeship, Poland · Remote Solely
$13k–$20k/mo
Ledgebrook is seeking an experienced Data Analyst, Data Excellence to join our Product & Data team. On this team, you’ll lead analytical efforts to drive data informed decision-making across the entire organization by ga…
Skills: Sql, Excel, Vba, Power Query, Power Bi
Wrocław, Lower Silesian Voivodeship, Poland · Remote Solely
$12k–$15k/mo
Ledgebrook is a tech-enabled E&S MGA dedicated to the wholesale distribution channel. Our mission is to provide our wholesale brokers with the fastest, easiest quoting experience while delivering best-in-class pricing an…
Skills: Claims Handling, Coverage Analysis, Claims Investigation, Litigation Management, Stakeholder Management
United States · Remote OK
At Ledgebrook, we are building an Excess & Surplus (E&S) lines insurance company that combines deep underwriting and pricing expertise with a modern tech platform fit for the future of insurance– truly a best of both wor…
Skills: Full Stack Development, Node.js, Python, JavaScript, RESTful APIs
Wrocław, Lower Silesian Voivodeship, Poland · Remote Solely
Ledgebrook is a tech-enabled E&S MGA dedicated to the wholesale distribution channel. Our mission is to provide our wholesale brokers with the fastest, easiest quoting experience while delivering best-in-class pricing an…
Skills: Claims Handling, Coverage Analysis, Claims Investigation, Litigation Management, Stakeholder Management
United States · Remote Solely
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 secto…
Skills: Curriculum Development, Professional Liability Underwriting, Instructional Design, Project Management, LMS
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The Senior FP&A Analyst will own capital adequacy modeling and financial planning across risk-bearing entities, including maintaining loss reserve models and stress-testing surplus positions. They will also collaborate cross-functionally to provide decision-ready insights for senior leadership and support rating agency interactions.
Candidates must have a bachelor's degree and 5-7 years of relevant experience in insurance capital management, actuarial finance, or statutory FP&A. Proficiency in AM Best's BCAR model, loss reserving methodologies, and advanced financial modeling is required.
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.
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 investors.
This role will report to the Director of FP&A, with direct lines of communication to the CFO.
We are seeking a highly analytical and insurance-fluent Senior FP&A Analyst to own capital management and financial planning across Ledgebrook’s risk-bearing entities. This is a high-visibility, high-impact role sitting at the intersection of FP&A, actuarial finance, and enterprise risk.
As Ledgebrook scales its risk-bearing footprint, we need someone who can independently drive capital adequacy analysis, model loss reserve scenarios, and translate complex outputs into clear, decision-ready insights for senior leadership. This is not a generalist FP&A seat and prior experience in insurance capital modeling, statutory finance, or a closely adjacent function (e.g., ERM, reinsurance analytics, rating agency analysis) is required.
The right candidate will grow with the role. We see a natural path for this individual to take on expanded scope, including direct partnership with the CFO on rating agency relationships, reinsurance capital optimization, and enterprise risk reporting, as Ledgebrook’s carrier operations mature.
We’re looking for people to join us with:
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.
Modernizing the Specialty insurance industry
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 decades 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 will build our 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 as well. Our initial product will be 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 investors including Brand Foundry & American Family Ventures.
Modernizing the Specialty insurance industry
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 decades 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 will build our 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 as well. Our initial product will be 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 investors including Brand Foundry & American Family Ventures.
