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Jerry
Jerry
201 – 500 Employees
H1B Visa SponsorConsultingLogisticsMarketing
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.
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Strategic Finance Manager at Jerry (Remote, United States)

Lead forecasting, operating models, and strategic opportunity analysis at Jerry, an AI-powered advisor for car, home, and motorcycle ownership.

CACanadaUSUnited StatesAZArizonaCACaliforniaCOColoradoFLFloridaILIllinoisMAMassachusettsNVNevadaNJNew JerseyNYNew YorkNCNorth CarolinaOROregonTNTennesseeTXTexasUTUtahVAVirginia
$150,000 – $225,000 / year
RemoteFull-timeMiddleSeniorEnglish RequiredFinancial Planning and Analysis

Description

  • Manage Jerry’s driver-based operating model for its core business and extend it across new insurance products and business lines
  • Lead the annual budgeting and long-range planning cycles from start to finish
  • Manage monthly and quarterly forecasts, including variance analysis
  • Interpret performance against plan and prior periods and assess the impact on forecasts
  • Prepare financial narratives for the CFO, founders, board, and investors
  • Facilitate monthly business reviews with functional leaders
  • Assess, recommend, and oversee the rollout of a planning system
  • Develop financial models for new products, verticals, channels, and partnerships
  • Assess market size, unit economics, capital commitments, and expected returns
  • Compare realized economics with underwriting assumptions and apply findings to future decisions
  • Track CAC, payback, policy retention, lifetime value, and contribution margin
  • Support corporate development, capital markets, investor initiatives, diligence, modeling, and transaction analysis
  • Evaluate build, buy, and partner strategies alongside their respective return profiles
  • Assess vendor spending, develop business cases, support contract negotiations, and improve budget visibility
  • Report to the VP of Finance while partnering closely with the CFO, founders, and functional leaders

Requirements

  • At least four years of relevant professional experience
  • Ideally, at least two years in a reputable investment bank, corporate development team, or private equity firm plus two years in strategic finance or FP&A at a high-growth company
  • Bachelor’s degree in finance, accounting, economics, or a comparable quantitative discipline
  • Advanced financial modeling capability, including driver-based operating models, three-statement mechanics, scenario planning, and sensitivity analysis
  • Working knowledge of accounting principles and GAAP
  • Experience analyzing unit economics in a consumer or marketplace business, including CAC, LTV, payback, cohort retention, and contribution margin
  • Demonstrated ability to turn complex analysis into clear communications for executives or investors
  • Startup or high-growth company experience is strongly preferred, including experience establishing financial processes from the ground up
  • Practical proficiency with AI tools for analysis, research, and workflow automation
  • CFA certification, vendor negotiation or procurement experience, and finance technology stack experience are desirable
  • Current residence in AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN, TX, UT, VA, or Ontario, Canada, with legal authorization to work in the U.S. or Canada required.
  • benefits

Benefits

  • Equity opportunities or stock options
  • Health insurance coverage
  • Dental insurance coverage
  • Vision insurance coverage
  • Paid time off
  • Paid parental leave
  • 401(k) plan with employer matching in the U.S.
  • RRSP plan with employer matching in Canada
  • Wellness benefits
  • Remote-first work arrangement
  • Optional in-person or hybrid work from offices in Palo Alto, New York City, Chicago, and Toronto

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