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

Outlier; Chicago (IL); Remote; USD 102,000 - 146,000; Full time

Benefits offered by this job

Remote work

Flexible schedule

AI tool access

Payment via PayPal/Airtm

Job summary

Outlier is seeking personal finance experts to design realistic financial scenarios, evaluate AI-generated plans, and ensure frontier AI reasonings meet high standards—working remotely with a flexible schedule.

As a freelance contractor, you’ll earn up to $90 USD/hr, with payments via PayPal or Airtm, and you’ll access cutting-edge AI tools and resources to support your work from anywhere in the United States.

Qualifications

• Hands-on experience serving individual clients in one or more areas.
• Experience with personal tax returns and planning.
• Strong knowledge across investments, retirement and financial planning.

Responsibilities

• Design and solve complex client scenarios to train AI in expert personal financial planning.
• Critique AI-generated deliverables for accuracy and sound reasoning.
• Rank AI models’ reasoning for correctness and approach.
• Provide prompts and feedback to improve AI model performance.

Skills

Personal tax

Investments & retirement

Financial planning

Estate planning

Debt & life events

Equity comp & self-employed finances

Job description

Outlier is seeking personal finance experts to design realistic financial scenarios, evaluate AI-generated plans, and ensure frontier AI reasonings meet high standards—working remotely with a flexible schedule.

As a freelance contractor, you’ll earn up to $90 USD/hr, with payments via PayPal or Airtm, and you’ll access cutting-edge AI tools and resources to support your work from anywhere in the United States.