Financial Planning Expert - Remote, Flexible Contract Work

Agnello & Rogers

Northern (KY)

Hybrid

USD 7,439,000 - 12,398,000

Full time

14 days+
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Benefits offered by this job

Remote work
Flexible schedule
PayPal and AirTM payments
Access to leading LLMs

Job summary

Outlier is seeking personal finance experts to design realistic scenarios and evaluate AI-generated plans. This is a fully remote, contract-based opportunity, offering a flexible schedule and compensation up to $90/hr.

You’ll assess how frontier AI reasons and learns to better assist real-world clients from anywhere in the US. Ideal applicants bring hands-on experience with personal tax, investments, financial planning, and estate planning, and can work on a 1099 basis through the Outlier.ai

Qualifications

  • Experience serving individual clients in personal finance.
  • Hands-on advisory in tax, investments, and retirement planning.
  • Familiarity with 1040, capital gains, self-employment taxes.
  • Estate and gift tax and trusts knowledge.
  • Debt management, student loans, mortgages, 529 planning.
  • Knowledge of RSUs and self-employed finances.

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 outputs meet high client standards.

Skills

Personal tax planning
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 meets high standards of accuracy and sound reasoning — all from a fully remote, flexible schedule. Your expertise helps shape how advanced AI systems reason, learn, and improve, turning frontier research into AI that performs better in the real world.

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.
Compensation & Benefits:
  • Earn up to $90/hr, plus additional incentives (rates vary based on expertise and project requirements; paid via PayPal and AirTM)
  • Free access to leading LLMs (GPT, Claude, and more) — worth $200+/month, included at no extra cost
  • Choose your own schedule — most experts spend 5-10 hrs/week, up to 40 hours
  • 100% remote — work from anywhere in the US

This is a 1099 contract opportunity on the Outlier.ai platform, in collaboration with Scale AI. Because this is a freelance opportunity, we do not offer internships, sponsorship, orIdeal Qualifications — hands‑on professional experience serving individual clients in one or more of:

Ideal Qualifications
  • Personal tax — preparing individual (1040) returns, personal tax planning, capital-gains, self‑employment/quarterly 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.

Currently accepting applicants from the United States. employment.

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