Finance Lead

Summary

Join Frontier, a subsidiary of Fresh Prints, as an FP&A contractor and contribute to the financial success of With Coverage, a tech-enabled specialty insurance company. This remote role involves owning the financial model, forecasting, and decision support. You will be responsible for managing the commissions and fee ledger, ensuring accuracy and compliance. The position requires a strong understanding of financial modeling, KPI analytics, and cash flow management. You will partner closely with various teams to ensure data accuracy and reporting. This is a high-impact role offering opportunities for growth within a remote-first culture.

Requirements

• 5 to 8+ years in FP&A (insurance brokerage, startup/high-growth, or business-unit ownership preferred)
• Track record of partnering directly with founders/CEOs in high-growth environments
• Mastery of Excel/Google Sheets (array formulas, QUERY, scenario creation)
• Experience building driver-based, three-statement models and cohort/retention analyses
• Clear communicator with a strong executive presence; comfortable working async with crisp written updates
• Fluent English; able to overlap meaningfully with 9 am - 6 pm Eastern time, well-versed in U.S. accounting standards such as GAAP

Responsibilities

• Own our commissions and fee ledger: ensure accuracy, compliance with our carrier and client terms, and provide insight into account profitability. Ensure every transaction is accurately tied to the correct policy, insurance carrier, and client account in our agency management system and billing system
• Own the financial model (P&L, cash flow, balance sheet): maintain a dynamic driver-based model; run monthly forecasts; build scenarios and sensitivities
• KPI analytics: define and track company and department metrics (revenue, margins, CAC/LTV, payback, cohort trends, pipeline, retention/churn, unit economics)
• Cash & runway: create 13-week cash forecasts; monitor actuals and track burn; highlight risks/opportunities and recommendations
• Headcount & OPEX planning: provide leaders the financial data necessary to manage hiring plans, compensation bands, marketing budgets, and vendor spend
• Close partnership: work with the billing team to align actuals, accruals, and classification; reconcile the model to books each month
• Data & tooling: improve the finance data pipeline; standardize reporting and dashboards for self-serve visibility

Preferred Qualifications

• Experience with writing SQL to pull data for worksheets or dashboards
• Tools: Experience with Ramp, Rippling, and Ascend (an insurance billing platform)
• Prior experience with the insurance industry and/or SaaS/recurring-revenue metrics

Benefits

• Collaborate with a high-impact team and make strategic contributions from day one
• Remote-first culture with strong emphasis on autonomy and flexibility
• Opportunity for growth as the company continues to scale
• Competitive salary