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

  • New York, New York, United States
  • Contractor
  • Remote

Job Description:

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

  • Independent contractor role
  • Fully remote with flexible scheduling
  • Eligible professionals should be based in the United States depending on project needs
  • Expected commitment of approximately 15–40 hours per week depending on project availability and scope
  • Participants may be asked to complete a paid work trial as part of onboarding
  • Work trial compensation may be approximately $30 upon completion depending on project requirements
  • Tasks may require 24-hour turnaround depending on assignment timing
  • Desktop or laptop computer required for project work and screen recording
  • Competitive rates between $70–$180 per hour depending on expertise, project scope, and task type
  • Weekly payments via Stripe or Wise
  • Projects may be extended, shortened, or adjusted depending on scope and performance
  • Work will not involve access to confidential or proprietary information from any employer, client, or institution

About the Platform

This opportunity is available through 24-MAG LLC. We connect experienced professionals with remote consulting opportunities across technical, evaluation, and project-based workstreams.

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