LLM Power User - Fully Remote | Upto $200/hr

Obsidian; San Francisco (CA); Remote; USD 34,000 - 83,000; Full time

Job summary

Obsidian, a leading AI research organization, is seeking advanced LLM power users to evaluate how well AI systems handle personalized, real-world life tasks. You will judge usefulness, personalization, and realism of AI responses across daily activities.

Ideal candidates use AI tools heavily in personal life and can explain why outputs are good, bad, or unsafe. This role emphasizes practical judgment, attention to detail, and clear written feedback to improve AI assistants.

Qualifications

• Heavily uses LLM products in daily life.
• Experience using AI for multi-step tasks, planning, research, or personal workflows.
• Familiarity with AI agents such as ChatGPT, Claude, Gemini, Perplexity, Cursor, Windsurf, Codex.

Responsibilities

• Evaluate AI outputs on real-world life tasks.
• Assess usefulness, personalization, realism, and success of AI responses.
• Document criteria and provide clear feedback to improve AI systems.
• Focus on tasks across food, health, productivity, careers, and learning.

Skills

Heavy personal LLM usage

Multi-step task experience

Critical evaluation

Strong written judgment

Tools

ChatGPT

Claude

Gemini

Perplexity

Cursor

Windsurf

Codex

Job description

About the Opportunity

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.

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