Jerry
Jerry
Jerry is a car ownership platform that brings insurance comparison, auto loans, vehicle maintenance, diagnostics, and repair estimates into one streamlined experience. Through services including PriceProtect™, GarageGuard™, and DriveShield™, the company helps drivers shop for coverage, manage financing, monitor vehicle upkeep, and build safer driving habits. Jerry operates as a licensed insurance and loan broker across all 50 U.S. states and uses advanced technology and bank-level encryption to support its services. Its growing team works at the intersection of automotive services, financial products, and consumer technology.

Strategic Finance Manager

Lead forecasting, operating model development, and opportunity analysis for Jerry, an AI-powered advisor for car, home, and motorcycle ownership.

Description

  • Manage Jerry’s driver-based operating model for its core business and extend it to new insurance products and business lines
  • Direct annual budgeting and long-range planning, coordinating timelines, assumptions, stakeholder input, and the consolidated executive plan
  • Manage monthly and quarterly forecasts and analyze variances
  • Explain changes against plan and prior periods and their effects on the forecast
  • Present financial results in clear narratives for the CFO, founders, board, and investors
  • Lead monthly reviews with functional leaders and turn findings into business decisions
  • Assess planning system options, recommend a solution, and oversee its implementation
  • Develop financial models for new products, business verticals, channels, and partnerships
  • Estimate market sizes, model economics, and assess capital commitments and returns
  • Compare actual performance with underwriting assumptions and apply findings to future decisions
  • Track customer acquisition cost, payback, policy retention, lifetime value, and contribution margin
  • Support corporate development, capital markets, investor work, diligence, financial modeling, and transaction analysis
  • Assess build, buy, and partner options and compare expected returns
  • Evaluate vendor spending, develop business cases, support contract negotiations, and give budget owners visibility into their finances

Requirements

  • At least four years of relevant experience
  • Ideally, at least two years at a reputable investment bank, corporate development team, or private equity firm, plus at least two years in strategic finance or FP&A at a high-growth company
  • Bachelor’s degree in finance, accounting, economics, or a similarly quantitative field
  • Strong financial modeling skills, including driver-based operating models, three-statement mechanics, scenario analysis, and sensitivity analysis
  • Working knowledge of accounting principles and GAAP
  • Experience with unit economics in a consumer or marketplace business, including customer acquisition cost, lifetime value, payback, cohort retention, and contribution margin
  • Demonstrated ability to explain complex analysis clearly to executive or investor audiences
  • Practical fluency with AI tools for analysis, research, and workflow automation
  • Startup or high-growth company experience strongly preferred
  • Insurance, insurtech, fintech, or marketplace experience is a plus
  • CFA certification is a plus
  • Vendor negotiation or procurement experience is a plus
  • Experience with finance systems such as NetSuite, Ramp, or planning tools is a plus
  • Must currently reside in Arizona, California, Colorado, Florida, Georgia, Illinois, Massachusetts, North Carolina, New Jersey, Nevada, New York, Oregon, Tennessee, Texas, Utah, Virginia, or Ontario, Canada
  • Must be legally authorized to work in the United States or Canada

Benefits

  • Equity opportunities or stock options
  • Health coverage
  • Dental coverage
  • Vision coverage
  • Paid time off
  • Paid parental leave
  • 401(k) plan with employer matching in the United States
  • RRSP plan with employer matching in Canada
  • Wellness benefits
  • Remote-first work arrangement
  • In-person or hybrid office options
  • Reasonable accommodations for people with disabilities

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