Remote Personal Finance AI Trainer

Outlier; Honolulu (HI); Remote; USD 102,000 - 146,000; Full time

Benefits offered by this job

Remote work

Flexible schedule

1099 freelance contract

Free access to leading LLMs

Job summary

Outlier is seeking personal finance experts to design and evaluate realistic financial scenarios for AI training. This fully remote, freelance opportunity offers flexible hours and compensation up to $90 per hour, paid via 1099 terms.

Contribute from anywhere in the United States and help ensure AI delivers accurate, sound financial guidance. Ideal candidates have hands-on experience in tax, investments, financial planning, estate planning, debt management, and equity compensation, and can

Qualifications

• Hands-on professional experience serving individual clients in one or more of the following areas.
• Personal tax—preparing 1040s, planning, capital gains, self-employment taxes.
• Investments & retirement—portfolio advice, 401(k)/IRA strategies.
• Financial planning—budgeting, cash flow, debt, goals.
• Estate planning (non-attorney)—trusts, gifts, fiduciary accounting.
• Debt & life events—student loans, mortgage refinance, debt payoff.
• Equity compensation & self-employed finances—RSUs, options, ESPP, freelance cash flow.
• Currently accepting applicants from: United States.

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 high standards.

Skills

Personal tax

Investments

Financial planning

Estate planning

Debt management

Equity compensation

Job description

Outlier is seeking personal finance experts to design and evaluate realistic financial scenarios for AI training. This fully remote, freelance opportunity offers flexible hours and compensation up to $90 per hour, paid via 1099 terms.

Contribute from anywhere in the United States and help ensure AI delivers accurate, sound financial guidance. Ideal candidates have hands-on experience in tax, investments, financial planning, estate planning, debt management, and equity compensation, and can