Head of Capital Modeling

Description 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. About the Role We are seeking a highly analytical and insurance-fluent Head of Capital Modeling 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.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.Key ResponsibilitiesOwn capital adequacy modeling across Ledgebrook’s risk-bearing entities, including captives and fronting/carrier structures, with a primary lens on AM Best’s BCAR frameworkMaintain and develop loss reserve models, including triangle-based methodologies and translate reserve adequacy findings into executive-level capital planning outputsBuild and maintain dynamic capital planning models that stress-test surplus positions under adverse loss, premium growth, and reinsurance scenariosLead underwriting profitability analysis by accident year, line of business, and entity—surfacing actionable insights on combined ratio drivers and reserve margin trendsSupport the annual planning and reforecasting cycle with entity-level P&L projections and capital deployment scenariosServe as the internal subject matter expert on statutory capital requirements, risk-based capital (RBC) frameworks, and AM Best rating methodology as they relate to Ledgebrook’s balance sheetCollaborate cross-functionally with Actuarial, Accounting, and Underwriting to ensure reserve estimates, premium bookings, and capital positions are coherent and audit-readyPrepare materials for CFO and Board-level consumption: capital adequacy dashboards, reserve adequacy summaries, and scenario analyses tied to business plan milestonesSupport rating agency interactions and diligence processes, including BCAR sensitivity analysis and documentationIdentify opportunities to automate and modernize capital and reserve reporting workflows About you We’re looking for people to join us with:Deep familiarity with insurance capital frameworks: you’ve worked inside a carrier, captive, reinsurer, or rating agency context and understand how capital adequacy is built, defended, and managedIntellectual horsepower and genuine curiosity: you don’t just run the model, you interrogate the assumptionsDemonstrated fluency in AI: you actively explore and apply generative AI tools in your day-to-day workflow (e.g. Claude, Copilot, python-based assistants) to enhance financial analysis, scenario modeling, and management reportingWorkflow automation mindset: you identify opportunities to streamline and improve FP&A processes using AI and automation (e.g. forecast updates, variance analysis, data reconciliation), improving speed, accuracy, and scalabilityA bias toward clarity: you can translate actuarial and statutory complexity into plain language for CFOs, board members, and investorsAgile prioritization: you balance rigor with velocity and know when “directionally right today” beats “perfect next quarter”A collaborative, no-ego working style: this team wins together and communicates transparently across remote locationsProactive ownership: you surface problems early and come with solutions, not just observations Requirements Bachelor’s degree in Finance, Actuarial Science, Mathematics, Accounting, or a related field 5–7 years of directly relevant experience in insurance capital management, ERM, actuarial finance, or statutory FP&A at a carrier, captive, reinsurer, MGA with risk-bearing exposure, or rating agencyDemonstrated hands-on experience with AM Best’s BCAR model, meaning you have built, maintained, or stress-tested BCAR analyses for P&C entitiesWorking knowledge of loss reserving methodologiesFamiliarity with statutory financial statements and their relationship to capital adequacyAdvanced financial modeling skills and expert-level Excel proficiencyExperience with Workday and Snowflake a plusStrong verbal and written communication skills with experience presenting to CFO and C-suite audiencesAbility to operate independently in a remote, fast-moving environment with evolving prioritiesFor 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. Benefits Competitive salary and meaningful equityFull remote flexibility and asynchronous work cultureUnlimited PTO and fully paid sick leaveAutonomy, purpose, and the chance to shape something from the ground up Compensation Base Salary Range $150,000-$175,000. 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.Description 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.Description 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.