Customer Service Representative Expert – AI Evaluation & Subject-Matter Expert

Remote | Contract | $35–$75/hour

About the Role

Put your customer service expertise to work on projects that help improve how advanced AI systems understand and respond to real-world customer interactions.

We’re looking for experienced Customer Service Representative Experts to create, evaluate, and refine customer support challenges used in AI evaluation and training. You’ll apply your practical knowledge of customer interactions, problem-solving, communication, service delivery, and support operations to develop realistic scenarios that test whether AI systems can handle complex customer situations with accuracy, empathy, and sound judgment.

This is a remote, flexible, asynchronous opportunity that allows you to apply your customer service experience to innovative AI projects while working around your existing professional commitments.

What You’ll Do

• Develop high-quality customer service questions, scenarios, and case studies that challenge AI models across key areas of customer support.

• Create realistic challenges covering conflict resolution, product troubleshooting, complaint handling, communication, empathy, de-escalation, policy interpretation, omnichannel support, and related topics.

• Evaluate and validate AI-generated responses for accuracy, relevance, clarity, empathy, and alignment with customer service best practices.

• Identify errors, gaps, inconsistencies, or inappropriate recommendations in AI-generated customer support content.

• Provide detailed, structured feedback explaining why responses are effective or where improvements are needed.

• Assess how well AI systems apply customer service principles to realistic customer interactions and problem-solving situations.

• Collaborate with customer service and technical experts to refine question difficulty and ensure content is challenging, accurate, and educational.

What You Bring

• High school diploma or equivalent; an associate or bachelor’s degree is preferred.

• Proven experience as a Customer Service Representative or in a related customer support role.

• Strong understanding of customer support operations and service best practices.

• Ability to assess customer interactions and identify effective approaches to communication and problem-solving.

• Strong analytical and critical-thinking skills.

• Excellent written and verbal communication skills.

• Strong attention to detail.

• Ability to work independently in a remote, asynchronous environment.

Preferred Qualifications

• Multiple years of customer service experience across diverse industries or support environments.

• Experience supporting customers through multiple channels, including phone, email, chat, social media, or in-person interactions.

• Experience in customer service training or coaching.

• Experience in quality assurance or customer experience initiatives.

• Familiarity with CRM systems, escalation management, or customer retention strategies.

• Experience developing or evaluating customer service training content.

• Familiarity with AI tools or technology-driven customer service applications.

Why Apply?

Competitive Compensation

Earn $35–$75/hour, equivalent to approximately $72,800–$156,000 annually based on 2,080 hours per year. Actual earnings depend on project availability and hours worked.

Apply Your Customer Service Expertise to AI

Use your real-world experience to help improve how AI systems understand customer needs, resolve problems, communicate effectively, and deliver better support.

Work on Realistic Challenges

Create and evaluate customer service scenarios that require practical judgment, effective communication, empathy, and problem-solving skills.

Flexible Remote Work

Work remotely and asynchronously, allowing you to integrate project work around your existing professional commitments.

Shape the Future of Customer Support

Your expertise can help improve AI systems designed to handle increasingly sophisticated customer interactions and support scenarios.