Remote | LLM Personal Assistant Evaluation Specialist — $70–$180/hour

We are sharing a specialised part-time consulting opportunity for advanced LLM power users experienced in personalized AI workflows, rubric-based evaluation, real-world task assessment, personal productivity systems, and high-context decision support. This role supports current and upcoming remote consulting opportunities focused on evaluating how AI systems handle personalized, real-world life tasks across food, health, productivity, career, learning, research, planning, and personal workflow scenarios. Selected professionals will create realistic prompts, complete complex AI-assisted tasks, record workflow execution, design or apply detailed rubrics, and evaluate whether AI outputs are useful, personalized, practical, safe, and successful in real-life contexts.

Key Responsibilities Professionals in this role may contribute to: Personalized AI Task Evaluation

• Create written responses, prompts, and explanations for complex personal-life tasks
• Evaluate whether AI outputs are practical, well-reasoned, personalized, realistic, and successful
• Identify where outputs succeed, miss context, overreach, provide generic advice, or fail to account for real constraints
• Use hands-on LLM experience to assess real-world usefulness across high-context personal workflows

Rubric Design & Quality Assessment

• Apply structured rubrics and quality criteria to evaluate AI system performance
• Create detailed evaluation rubrics for complex personal tasks and multi-step workflows
• Judge outputs against criteria involving usefulness, personalization, reasoning quality, safety, completeness, and success conditions
• Write clear, specific, and well-supported feedback explaining evaluation decisions

Real-World Workflow Execution

• Execute AI-assisted tasks while recording screens according to project instructions
• Review task performance across tools, prompts, reasoning steps, outputs, and final recommendations
• Complete research-intensive personal workflows end-to-end within expected turnaround timelines
• Maintain careful documentation of task setup, execution, rubric design, and evaluation results

Ideal Profile Strong candidates may have:

• Heavy personal usage of LLM products and AI tools
• Experience using AI for multi-step tasks, planning, research, decision-making, personal workflows, or life administration
• Familiarity with tools such as ChatGPT, Claude, Gemini, Perplexity, Cursor, Windsurf, Codex, or other AI agents
• Strong ability to explain what makes an AI output useful, incomplete, unsafe, unrealistic, generic, or poorly personalized
• Extensive rubric experience, including prior rubric design, evaluation, and quality assessment work
• Strong written judgment, attention to detail, and ability to evaluate against structured criteria
• Ability to complete tasks within 24 hours when project timing requires

Educational Background

• Formal degree requirements may vary based on project needs
• Practical experience using LLMs for complex personal workflows, rubric-based evaluation, research, writing, QA, product testing, or AI assessment is highly relevant
• Experience in education, research, operations, productivity systems, coaching, writing, product evaluation, user research, or AI workflow design may be especially valuable

Nice to Have

• 100+ hours of prior rubric-related work involving rubric design, evaluation, model assessment, quality review, or structured judgment
• Experience evaluating AI tools across personal productivity, career planning, food recommendations, learning workflows, health-adjacent reasoning, or personal research tasks
• Strong familiarity with personal AI workflows involving calendars, reminders, errands, job applications, LinkedIn, resumes, study plans, restaurant selection, or decision support
• Ability to record screen-based workflows clearly and follow detailed task instructions
• Access to a desktop or laptop computer suitable for project work and screen recording

Why This Opportunity

• Apply advanced LLM power-user experience to structured remote project work
• Contribute to high-quality evaluation of personalized AI assistant workflows
• Work on flexible assignments involving practical, real-world personal tasks across multiple domains
• Use your judgment to help assess whether AI systems are truly useful, personalized, realistic, and successful
• Remote structure with competitive hourly compensation

Contract Details

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