FairSquare
Financial & Deal Analyst, Reinsurance & MGA (AI-First)
San Diego, CA · Full-time
Sponsorship not specified$95k-$125kDetected 12 days ago
PythonGitSQLData ScienceData VisualizationStatisticsFinancial ModelingExcelContract ManagementResearchLeadershipCommunicationActuarial ScienceUnderwritingProperty & Casualty
About the role
- Being authorized to work in the U.S. is a precondition of employment.
- You will learn to analyze and evaluate real capital-at-risk transactions on a steep, compressed curve, close to the people making the calls.
- This is a hands-on analytical seat, not a rotational program and not a back-office role.
Responsibilities
- You will start by producing the work below for review, and grow into more judgment as you earn it. • Turn raw broker submissions into clean, decision-ready packages: digest decks, loss runs, exposure data, and exhibits into something the team can act on quickly. • Build the financial models used to evaluate deals: premium, expected loss, expenses, collateral, downside scenarios, and underwriting margin. • Rebuild the numbers from source.
- Flag where an assumption looks soft, information is missing, or a deal could break, and bring it to the team rather than taking any figure on face value. • Draft deal memos, broker emails, diligence requests, internal summaries, board materials, and contract comment trackers. • Support contract review and program buildout: reinsurance terms, collateral and reporting provisions, claims provisions, fronting carrier diligence, reinsurer materials, underwriting guidelines, and exposure tracking. • Run the deal pipeline so nothing slips: status, deadlines, dependencies, open questions, and next steps. • Own the knowledge base and document flow so the team operates from a single source of truth. • Use AI tools such as ChatGPT, Claude, and Excel to move faster on analysis, drafting, and research, then verify the output before it is used.
- We are building a specialty insurance and reinsurance platform with live transactions across reinsurance, MGA/fronting, program business, property and casualty insurance, and collateralized reinsurance.
- We use AI as a real force multiplier to move fast, then verify every important number against source documents before we commit capital.
Nice to have
- 1-5 years of analytical experience preferred
- an exceptional early-career candidate with the right horsepower will be considered.
- Strong Excel and financial modeling skills, and excellent written communication, are required.
- Exposure to insurance, reinsurance, MGA/program business, finance, credit risk, banking, consulting, or analytics is helpful but not required.
- Python, SQL, Power BI, Claude Code, Codex, GitHub Copilot, or workflow-automation experience is a plus.
Skills
- Highly analytical, quantitatively strong, and comfortable with financial logic.
- Clear, concise, and effective writer.
- Highly driven, proactive, and comfortable taking ownership of ambiguous problems.
- Able to learn technical concepts quickly and ask good questions.
- Organized enough to keep multiple live workstreams moving at once.
- Detail-oriented without losing the commercial big picture.
- Discreet with confidential and market-sensitive information.
Compensation
- $95,000-$125,000, plus performance bonus, 401(k) match, and health and welfare benefits.
Visa & Work Authorization
- Being authorized to work in the U.S. is a precondition of employment.
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This listing is sourced directly from FairSquare's careers page and normalized into a canonical job model.