Customer Success Operations AI Evaluator

About OpenTrain

OpenTrain is the #1 platform for finding and building careers in AI training and data labeling. It helps people discover projects, build a professional profile, and apply for opportunities in a fast-growing field where human expertise shapes how AI systems work.

• Create a free OpenTrain account and build a profile around your professional strengths.
• Find remote AI training work that matches your experience.
• Grow a durable portfolio in an emerging technology industry.

About AI Evaluation Work

AI training is the human side of building artificial intelligence. Contributors review, rate, and improve model-generated content so AI systems can produce more accurate, useful, and professional results. This role focuses on evaluating business documents and presentations through the lens of customer success and support operations.

• Help improve AI-generated work products used in professional settings.
• Apply structured rubrics and informed professional judgment.
• Work remotely with flexible, part-time contractor scheduling.

The Role

OpenTrain is seeking a Customer Success Operations AI Evaluator to assess AI-generated documents, spreadsheets, and slide decks. You will judge each output for accuracy, rigor, factual correctness, aesthetics, and presentation quality while applying customer success and support operations expertise.

This is a remote, hourly contractor engagement for 20 or more hours per week. The pay range is $80 to $120 per hour.

• Role type: Individual contractor and part-time engagement
• Work arrangement: Remote
• Time requirement: 20+ hours per week
• Pay: $80-$120 per hour
• Working language: English

What You’ll Do

You will review multiple types of AI-generated business artifacts and provide clear, structured feedback. Consistency and attention to detail are essential because your evaluations help identify weaknesses in AI outputs and guide quality improvement.

• Review AI-generated documents, spreadsheets, and presentation decks.
• Evaluate outputs against customer success and support operations quality rubrics.
• Identify factual errors and issues with rigor or accuracy.
• Assess visual, aesthetic, and presentation quality.
• Write structured feedback that clearly explains the quality of each output.
• Apply consistent professional judgment across different business artifact types.

Requirements

This role requires substantial professional experience in customer success or support operations, along with the ability to evaluate business materials critically. You should be comfortable distinguishing factual, visual, and presentation issues and explaining your judgment in clear written English.

• At least five years of relevant professional experience in customer success or support operations.
• Native or professional fluency in English.
• Highly proficient use of Microsoft Office and Google Workspace.
• Strong working knowledge of Google Slides or PowerPoint.
• Ability to assess factual accuracy, rigor, aesthetics, and presentation quality.
• Ability to evaluate AI-generated materials against quality rubrics.
• Sound judgment when identifying factual, aesthetic, and presentation errors.

Preferred Background and Eligibility

An advanced degree, such as a master's degree or higher, from a reputable institution is preferred. The structured experience level for this opportunity is listed as entry level, while the role requirements call for at least five years of relevant professional experience.

• Preferred: Master's degree or higher from a reputable institution.
• Eligible countries: Austria, Belgium, Bulgaria, Canada, Cyprus, Czechia, Germany, Denmark, Estonia, Spain, Finland, France, United Kingdom, Greece, Croatia, Hungary, Ireland, Italy, Lithuania, Luxembourg, Latvia, Malta, Netherlands, Poland, Portugal, Romania, Sweden, Slovenia, Slovakia, and the Unit

How to Apply Through OpenTrain

Create a free OpenTrain account, build your profile around your customer success or support operations experience, and apply for this opportunity in minutes. Your profile can help present your relevant expertise as you develop a career contributing to AI training and evaluation.

• Highlight customer success or support operations experience.
• Show your familiarity with Microsoft Office, Google Workspace, Google Slides, or PowerPoint.
• Emphasize your ability to evaluate business materials and provide structured feedback.
• Apply through OpenTrain for consideration.