Remote Personal Finance AI Trainer — Earn Up to $90/hr

Outlier; Lexington (KY); Remote; USD 74,000 - 124,000; Part time

Benefits offered by this job

Remote work

Flexible hours

AI access

Job summary

Outlier is seeking personal finance experts to design realistic scenarios, evaluate AI-generated plans, and ensure frontier AI maintains accuracy and sound reasoning from a fully remote, flexible schedule.

As a contributor, your expertise shapes how AI supports better financial decisions and how AI models reason, learn, and improve. This 1099 contract opportunity allows work from anywhere in the United States.

Qualifications

• Hands-on professional experience serving individual clients in one or more of the following areas: Personal tax — preparing individual (1040) returns, personal tax planning, capital gains, self-employment taxes.
• Investments & retirement — advising individuals on portfolios and retirement accounts (asset allocation, rebalancing, 401(k)/IRA/Roth, Social Security).
• Financial planning — comprehensive personal planning (budgeting, cash flow, debt, goals).
• Estate planning (non-attorney) — estate and gift tax, trust administration, beneficiary planning, fiduciary accounting.
• Debt & life events — student loans, mortgage refinance, credit-card payoff, home affordability, 529/college planning.
• Equity comp & self-employed finances — RSUs, stock options, ESPP, or freelancer/self-employed personal cash-flow.

Responsibilities

• Design and solve complex, real-world client scenarios to train AI in expert personal financial planning.
• Critique AI-generated deliverables for accuracy and sound reasoning, ensuring every output meets the standards you would hold your own client work to.

Skills

Personal tax

Investments

Financial planning

Estate planning

Debt management

Equity compensation

Job description

Outlier is seeking personal finance experts to design realistic scenarios, evaluate AI-generated plans, and ensure frontier AI maintains accuracy and sound reasoning from a fully remote, flexible schedule.

As a contributor, your expertise shapes how AI supports better financial decisions and how AI models reason, learn, and improve. This 1099 contract opportunity allows work from anywhere in the United States.