Jobs Companies Weekday AI Technology AI Evaluation Expert

About this Technology AI Evaluation Expert role at Weekday AI

Weekday AI · Remote · United States

This role is for one of our clients

Compensation: $60-$75 per hour

Join an advanced AI research initiative focused on improving how next-generation AI systems understand professional documents, execute complex instructions, and reason through real-world technical workflows. We are seeking experienced technology professionals to design high-quality benchmark tasks that evaluate AI performance across software engineering and data science domains.

In this role, you will create realistic, multi-step evaluation tasks based on technical documentation, code repositories, API references, architecture diagrams, and other workplace resources. Your work will help measure and improve the ability of AI models to interpret technical information, follow detailed instructions, and generate accurate, well-structured outputs.

This is a fully remote, independent contractor opportunity with flexible working hours.

Requirements

Key Responsibilities

Design AI Evaluation Tasks

  • Create realistic, multi-step benchmark tasks based on professional technology workflows.
  • Develop challenges using technical specifications, architecture documents, API documentation, codebases, web research, and code execution.
  • Ensure each task includes a clearly defined expected output and objective evaluation criteria.

Develop Evaluation Standards

  • Write comprehensive ground-truth solutions and structured scoring rubrics.
  • Design tasks that assess reasoning, technical understanding, instruction following, and output quality.
  • Maintain high standards of technical accuracy, clarity, and reproducibility.

Contribute Domain Expertise

  • Apply real-world knowledge from software engineering, data science, or analytics to create authentic evaluation scenarios.
  • Collaborate with research teams to improve benchmark quality and consistency.
  • Continuously refine tasks based on project feedback and evolving evaluation requirements.

Required Qualifications

  • Minimum 3 years of hands-on professional experience in one or more of the following areas:
    • Software Engineering
    • Data Science
    • Data Analytics
  • Strong understanding of technical documentation, software development workflows, and engineering best practices.
  • Experience working with codebases, APIs, technical specifications, or system architecture documentation.
  • Excellent analytical thinking and problem-solving skills.
  • Strong written communication with the ability to create clear technical instructions and evaluation criteria.
  • Ability to work independently while maintaining high standards of accuracy and consistency.

Engagement Details

  • Independent contractor engagement.
  • Fully remote with flexible working hours.
  • Expected commitment of 15–20 hours per week.
  • Projects may be extended, shortened, or concluded based on business needs and performance.
  • Weekly payments processed through supported payment platforms.

Why Join

  • Help shape the next generation of AI systems for technical reasoning and document understanding.
  • Work on intellectually challenging projects involving real-world engineering and data science workflows.
  • Apply your technical expertise to improve advanced AI evaluation benchmarks.
  • Enjoy flexible remote work with meaningful impact on AI research.

Equal Opportunity Statement

We are committed to providing equal opportunities to all qualified applicants without regard to legally protected characteristics. Reasonable accommodations are available upon request.

Contract Information

  • Independent contractor engagement.
  • Fully remote work completed on your own schedule.
  • Weekly payments are processed based on approved work completed.
  • Work does not involve access to confidential or proprietary information from any employer, client, or institution.
  • Please note that visa sponsorship is not available for this opportunity.
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About Weekday AI

At Weekday (backed by YC; also Product Hunt #1 product of the day), we are building the next frontier in hiring. We have built the largest database of white collar talent in India and have built outreach tools on top of it to generate highest response rates.

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