• Own capital adequacy modeling across Ledgebrook’s risk-bearing entities, including captives and fronting/carrier structures, with a primary lens on AM Best’s BCAR framework • Maintain and develop loss reserve models, including triangle-based methodologies and translate reserve adequacy findings into executive-level capital planning outputs • Build and maintain dynamic capital planning models that stress-test surplus positions under adverse loss, premium growth, and reinsurance scenarios • Lead underwriting profitability analysis by accident year, line of business, and entity—surfacing actionable insights on combined ratio drivers and reserve margin trends • Support the annual planning and reforecasting cycle with entity-level P&L projections and capital deployment scenarios • Serve 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 sheet • Collaborate cross-functionally with Actuarial, Accounting, and Underwriting to ensure reserve estimates, premium bookings, and capital positions are coherent and audit-ready • Prepare materials for CFO and Board-level consumption: capital adequacy dashboards, reserve adequacy summaries, and scenario analyses tied to business plan milestones • Support rating agency interactions and diligence processes, including BCAR sensitivity analysis and documentation • Identify opportunities to automate and modernize capital and reserve reporting workflows

• supports the COO by analyzing operational performance across all customer-facing and internal service functions • provides actionable insights, identifies operational risks, improves service efficiency • supports strategic planning and helps leadership make data-driven decisions regarding staffing, customer support quality, implementation effectiveness, and operational scalability • translates operational data into executive decisions • identifies emerging risks, improve resource utilization, support scalability and customer satisfaction • identifies operational bottlenecks to strengthen workforce productivity

• Lead company-wide financial planning & forecasting across fiat and crypto, including burn rate, runway, and scenario modeling. • Set up and manage proprietary fiat and crypto treasury capital and ensure asset diversification. • Identify financial risks and opportunities, proposing strategies for mitigation and growth. • Ensure accurate reporting of on-chain/off-chain transactions, token flows, and crypto accounting treatment. • Drive compliance with tax, regulatory, and audit requirements across multiple jurisdictions. • Provide clear financial insights and reporting to the COO, leadership team, board, and investors. • Implement and improve financial systems, tools, and internal controls to support scale. • Lead, mentor, and develop the Finance team to deliver high-quality execution.

• Full ownership of the finance function: Financial controls, reporting integrity, and team leadership across both pillars. • Board reporting: Produce accurate, timely, and credible management information that gives the COO and board genuine confidence in the numbers. • Month-end close process: Oversee the GL Accountant and Finance Manager to deliver a clean, controlled close each month within a defined timetable. • Financial controls framework: Design and embed controls appropriate for a multi-currency, multi-jurisdiction EOR business, with clear ownership and sign-off at every stage. • Senior stakeholder relationships: Be the primary finance voice with the COO, board, and business partners; the person people come to first for financial guidance. • Technical accounting: Serve as the go-to expert for complex accounting judgements across the business, including revenue recognition, FX treatment, intercompany and multi-entity consolidation. • Team leadership and development: Build a high-performing finance team, set clear expectations, conduct regular 1:1s, and create a culture of accountability and continuous improvement across both pillars. • Automation and systems: Drive the finance technology agenda; identify and implement automation opportunities across the billing, reconciliation, and reporting cycles. • Continuous improvement: Embed a mindset of process improvement across the function; regularly review how work gets done and challenge the team to find better ways. • Transformation delivery: Lead the finance restructure through to steady state, including the people plan, system improvements, and Order-to-Cash redesign. • Cost base management: Manage the finance budget and ensure the function is appropriately resourced as the business scales.