AI Evaluation Specialist | $35/hr Remote

Crossing Hurdles; Philippines; On-site; PHP 334,800 - 468,720; Full time

Job summary

Crossing Hurdles is seeking a meticulous evaluator to design and implement concrete AI evaluation tasks with clear prompts, rubrics, and supporting materials. You will observe AI behavior, craft precise English reports, and collaborate with teams to refine benchmarking methods.

The role emphasizes strong writing, attention to detail, and structured assessment practices. You will contribute to robust evaluation frameworks, document findings succinctly, and help drive continuous improvement in AI

Qualifications

• Have experience in roles emphasizing written precision and structured thinking (paralegal, executive assistant, junior analyst, librarian, QA analyst).
• Native or fluent English writing; able to produce concise, specific, unambiguous observations.
• Proven skill designing or applying rubric-based evaluation and scoring frameworks.

Responsibilities

• Design and implement self-contained evaluation tasks, including prompts, supporting files, and detailed grading rubrics.
• Meticulously observe AI agent behaviors and produce precise summaries and reports in high-quality English.
• Iterate and refine evaluation tasks and rubrics based on feedback and teamwork to ensure robust benchmarking.
• Collaborate with the customer’s team to share insights and drive continuous improvement in evaluation techniques.

Skills

Written precision

Structured thinking

Rubric design

Attention to detail

Clear communication

Job description

• Design and implement self-contained evaluation tasks, including prompts, supporting files, and detailed grading rubrics to assess AI performance on practical computer-based workflows.
• Define clear, unambiguous written criteria for successful and unsuccessful task completion across diverse administrative and workflow scenarios.
• Meticulously observe and document AI agent behaviors, producing crisp, precise summaries and reports in high-quality English.
• Iterate and refine evaluation tasks and rubrics based on feedback and team collaboration to ensure robust benchmarking methodologies.
• Collaborate with the customer's team to share insights and help drive continuous improvement in AI evaluation techniques.

Requirements

• Have a minimum of of experience in roles emphasizing written precision and structured thinking, such as paralegal, executive assistant, junior analyst, librarian, document archival specialist, research assistant, technical writer, or QA analyst.
• Be native or fluent in English writing, with a demonstrated ability to produce observations that are succinct, specific, and unambiguous.
• Proven skill in designing or applying rubric-based evaluation, grading against set criteria, or building structured scoring frameworks is required.
• Possess high attention to detail and the ability to notice subtle patterns or inconsistencies others might miss.
• Exceptional written and verbal communication skills are necessary, especially for documenting nuanced observations and feedback.