Personalized Life Assistant Expert

Contract · Remote · United States

Annual Compensation Equivalent: $104,000–$416,000/year
Hourly Rate: $50–$200/hour

Expected Commitment: 20–40 hours/week

About the Role

This remote contract role is for advanced AI users who can evaluate how effectively AI assistants handle personalized, real-world tasks.

You will use your experience with large language models and AI tools to assess whether responses are genuinely useful, personalized, realistic, complete and appropriate for the situation. Your evaluations will help improve how AI systems handle practical, high-context tasks that depend on individual preferences, constraints, goals and tradeoffs.

The role is particularly suited to people who already use AI extensively in their everyday lives and can clearly explain why an AI response succeeds or falls short.

What You'll Do

• Evaluate AI responses to personalized, real-world life tasks

• Assess whether an AI response appropriately understands context, preferences, constraints and goals

• Judge responses for usefulness, accuracy, completeness, realism and practicality

• Identify generic, incomplete, unrealistic or potentially unsafe recommendations

• Compare different AI outputs and determine how well they address the task

• Provide clear written reasoning explaining the strengths and weaknesses of AI responses

• Evaluate multi-step AI workflows involving planning, research, decision-making and personal organization

• Apply consistent judgment across a range of everyday personal scenarios

Areas You May Evaluate

Tasks may involve areas such as:

• Food and everyday planning

• Health-related information and personal decisions

• Productivity and organization

• Career planning and professional development

• Learning and research

• Personal workflows and decision-making

The focus is on evaluating the quality of AI assistance rather than providing professional advice in these areas yourself.

Requirements

• Based in the United States

• Extensive personal experience using AI assistants and LLM products

• Experience using AI for multi-step tasks, planning, research, decision-making or personal workflows

• Strong understanding of how to assess AI-generated responses critically

• Ability to distinguish useful, personalized responses from generic or impractical ones

• Strong written communication and reasoning skills

• Excellent attention to detail

• Ability to work independently and apply evaluation criteria consistently

AI Tools & Experience

Familiarity with tools such as the following is useful:

• ChatGPT

• Claude

• Gemini

• Perplexity

• Cursor

• Windsurf

• Codex

• Other AI agents and LLM-powered tools

Experience does not need to be limited to these products. The key requirement is substantial hands-on use of AI tools in personal workflows.

What Success Looks Like

Strong performance means being able to:

• Recognize when an AI response genuinely addresses a person's situation

• Identify missing context, overlooked constraints and unrealistic assumptions

• Explain why one response is more useful or complete than another without relying on vague judgments

• Spot potentially unsafe or inappropriate recommendations

• Evaluate multi-step reasoning and practical outcomes

• Provide precise, actionable written feedback

Compensation & Engagement

• Hourly rate: $50–$200/hour

• Annual compensation equivalent: $104,000–$416,000 based on 40 hours per week, 52 weeks per year

• Expected commitment: 20–40 hours per week

• Actual earnings depend on hours worked and available project assignments

• Independent contractor engagement

• Fully remote

• Flexible schedule

• Projects may be extended, shortened or concluded early depending on project requirements and performance

Payment & Other Terms

• Payments are made weekly through Stripe or Wise based on services rendered

• The work does not require access to confidential or proprietary information belonging to an employer, client or institution

• H-1B and STEM OPT candidates are not currently supported