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Obsidian is seeking finance professionals with deep hands-on experience in modeling, valuation, and decision-making that underpins capital, risk, and reporting decisions. You will design realistic scenarios, build supporting materials, and author tasks used to train AI agents.
This is authoring and judgment work, not throughput. The role emphasizes ownership of analysis and decisions, with senior signals (VP/Director/Managing Director) and experience across disciplines.
We're looking for professionals with deep, hands-on experience doing the analytical and decision-making work at the core of finance — the modeling, diligence, valuation, and judgment calls that sit behind real capital, risk, and reporting decisions. You'll design realistic, complex scenarios from your own practice area, build the supporting materials (models, memos, filings, data), then author and evaluate finance tasks used to train AI agents. This is authoring and judgment work, not throughput.
We are looking for people who can construct a complicated problem, not people who process volume. The strongest signals are evidence of owning analysis and decisions: building the model that drove a live deal or investment decision, leading diligence, defending a valuation or recommendation to an investment committee or client, owning a forecast and reporting cycle, structuring a financing, or writing the memo others relied on. Within any competency we prefer the senior end (VP, Director, Principal, Managing Director, Portfolio Manager, Controller, CFO), and experience across two or more disciplines — or on both the buy side and sell side — is a strong plus. An advanced degree (MBA, MS, PhD) and/or a recognized credential (CFA, CPA, FRM, actuarial designation) is preferred, not required.
Not bulge-bracket only. Also boutique and middle-market advisory, PE/VC/credit funds, hedge funds and asset managers, corporate finance and treasury functions, family offices, insurers, banks and lenders, fintech, and financial regulators.