Strategic Finance Manager owning forecasting, operating models, and opportunity analysis at Jerry, an AI-powered advisor for car, home, and motorcycle ownership.
Responsibilities
Own Jerry’s driver-based operating model for the base business and expand it for new insurance products and business lines
Run the annual budget and long-range planning process, including cadence, assumptions, stakeholder inputs, and the consolidated executive plan
Own monthly and quarterly forecasting and variance analysis
Explain movements against plan and prior period and their implications for the forecast
Translate financial results into executive narratives for the CFO, founders, board, and investors
Lead monthly business reviews with functional leaders and turn analysis into business decisions
Evaluate and implement a planning system, including assessing options, recommending a solution, and owning rollout
Build financial models for new products, verticals, channels, and partnerships
Size markets, model economics, and evaluate capital commitments and returns
Compare actual economics with underwriting assumptions and incorporate lessons into future decisions
Monitor CAC, payback, policy retention, lifetime value, and contribution margin
Support corporate development, capital markets, investor workstreams, diligence, modeling, and transaction analysis
Frame build, buy, or partner decisions and compare return profiles
Underwrite vendor spend, build business cases, support term negotiations, and give budget owners visibility into their numbers
Requirements
4+ years of relevant experience
Ideally, 2+ years at a reputable investment bank, corporate development group, or private equity firm, combined with 2+ 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 and sensitivity analysis
Working command of accounting concepts and GAAP
Experience with unit economics in a consumer or marketplace business, including CAC, LTV, payback, cohort retention, and contribution margin
Track record of translating complex analysis into a clear narrative for executive or investor audiences
Hands-on fluency with AI tools for analysis, research, and workflow automation
Startup or high-growth experience strongly preferred
Insurance, insurtech, fintech, or marketplace experience nice to have
CFA certification nice to have
Vendor negotiation or procurement exposure nice to have
Finance tech stack experience, including NetSuite, Ramp, or planning tools, nice to have
Must currently reside in AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN, TX, UT, VA, or Ontario, Canada
Must be legally authorized to work in the U.S. 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 U.S.
RRSP plan with employer matching in Canada
Wellness benefits
Remote-first work arrangement
In-person or hybrid office options
Reasonable accommodations for individuals with disabilities
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