jobiwork
Weekday AI
From company careers site

Personalized Life Assistant Expert

Location
United States
Work mode
Remote
Employment type
Contract

About the job

This role is for one of our clients 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. Requirements Who We’re Looking For 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

  • Expected commitment: 20-40 hours/week

From Weekday AI's careers page (Workable), checked 30 Oct 2026.

How to apply

  1. Select Apply on apply.workable.com. It opens Weekday AI's own application form in a new tab, run on Workable.
  2. Fill in the form and upload your résumé there. Jobiwork never sees your application.
  3. Weekday AI will reply to you directly. No real employer asks you for money to apply.

Posted 17 Sept 2026 · checked 30 Oct 2026 · Report this job

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