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Personalized Life Assistant Expert

Weekday logoWeekday$50–$200/hrRemote in United StatesContractPosted 1mo ago

About the role

Compensation: $50 - $200 per hour

A leading AI research organization is seeking advanced LLM power users to evaluate how well AI systems handle personalized, real-world life tasks.

This role is for people who use AI tools heavily in their personal lives and can clearly judge whether an AI response is useful, personalized, realistic, and successful.

Strong candidates have

  • Heavy personal usage of LLM products
  • Experience using AI for multi-step tasks, planning, research, decision-making, or personal workflows
  • Familiarity with tools such as ChatGPT, Claude, Gemini, Perplexity, Cursor, Windsurf, Codex, or other AI agents
  • Ability to explain what makes an AI output good, bad, incomplete, unsafe, or unrealistic
  • Strong written judgment and attention to detail

Why This Work Matters

LLMs are quickly becoming personal assistants for everyday decisions, but truly useful AI needs to do more than produce generic advice. It needs to understand context, preferences, constraints, tradeoffs, and what success looks like in real life. Your evaluations will help improve how AI systems support people with practical, high-context tasks across food, health, productivity, careers, and learning. This work directly contributes to making AI assistants more personalized, trustworthy, and useful for real-world personal workflows.

Engagement Details

  • Expected commitment: 20-40 hours/week

We consider all qualified applicants without regard to legally protected characteristics and provide reasonable accommodations upon request.

Where you can work

This role is 100% remote, for applicants located in United States.

From Weekday's job posting, checked Oct 18, 2026.

The application

Just your details and CV.

Have readyCV

From Weekday's apply page, checked Oct 18, 2026.

About Weekday

A recruiting company that staffs AI labs' expert training projects, most of them US contracts paying $60 to $160 an hour.

How it pays: Not stated on its postings, which describe independent contract work for the client; its other contract postings say pay goes out weekly through Stripe or Wise.

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