Senior Financial Analyst - AI Trainer

DataAnnotation; Chicago (IL); Remote; USD 55,000 - 172,000; Full time

Benefits offered by this job

Remote work

Project-based opportunities

Job summary

DataAnnotation is seeking a Finance Expert to stress-test AI-built financial analyses against real corporate scenarios, verifying three-statement linkages, DCF assumptions, and working-capital logic. You will trace numbers through the model to reveal misleading drivers and imperfect math.

Responsibilities include writing defensible analyses with transparent assumptions and presenting conclusions that a CFO would accept. Flexible, remote work with project-based opportunities.

Qualifications

• Professional experience in corporate finance, FP&A, or strategic finance.
• Fluency with three-statement modeling, DCF, and the accounting behind them.
• Clear written English in explanations.

Responsibilities

• Stress-test AI-built models on real corporate scenarios.
• Trace the reasoning to expose plugged numbers and unsupported conclusions.
• Write defensible analyses with honest assumptions and clear drivers.

Skills

Three-statement modeling

DCF modeling

Financial accounting

Written English

Tools

Excel

Job description

Models can build a three-statement model that looks clean and still get the mechanics wrong: a balance sheet that doesn't balance, working capital that flows the wrong way, a circular reference silently zeroed out. Someone has to trace the numbers back through the logic, and that someone is you.

As a Finance Expert you'll evaluate AI-built financial analyses on real corporate scenarios, check the valuation assumptions and the accounting behind them, and write the judgments that teach models what defensible finance work looks like.

What you’ll actually do

• Stress-test AI-built models on real corporate scenarios: three-statement linkages, DCF assumptions, and the working-capital logic underneath.
• Trace the reasoning to expose plugged numbers, broken drivers, and conclusions the model's own math doesn't support.
• Write the defensible analysis when the model falls short: honest assumptions, clear drivers, and a number you'd put in front of a CFO.

Roles this fits

Common backgrounds: FP&A Analyst, Finance Business Partner, Strategic Finance.

What we look for

• Professional experience in corporate finance, FP&A, or strategic finance.
• Fluency with modeling: three-statement builds, DCF, and the accounting behind them.
• Clear written English: your explanations are the training signal.
• No degree required. We care about what you can do, not where you learned it.

Compensation

Up to $40 – $125+/hr depending on task difficulty and specialization. Many contributors add $10k–$100k+ a year; some make it their full-time income.

About DataAnnotation

DataAnnotation is where 100k+ experts train the world’s leading AI models. $150M+ paid to contributors to date, and the average contributor stays 5+ years. Flexible, remote, and always project-available.