About OpenTrain
OpenTrain is the #1 platform for finding and building careers in AI training and data labeling. We help people start and grow freelance careers teaching AI by consolidating opportunities, centralizing profiles, and making it easy to discover and apply for projects that build real experience.
About AI Training Work
AI training (also called data labeling or human feedback work) is the human side of building modern AI: people prepare, evaluate, and refine examples that models learn from. Contributors perform tasks like writing and rating model responses, reviewing customer interactions, and improving training data — work that is remote, flexible, and accessible to many skill levels.
About the Role
OpenTrain is recruiting for an AI Customer Success Trainer to turn real-world customer support workflows into high-quality training scenarios and evaluation data. You will use your customer success expertise to design, review, and optimize prompts and examples that teach models how to handle support interactions, escalations, and knowledge-base guidance.
What You'll Do
• Design, review, and optimize AI training scenarios for diverse customer support use cases.
• Analyze workflow data and customer interactions to identify improvements that benefit customers and model performance.
• Refine knowledge base materials, escalation paths, and customer service scenarios for training purposes.
• Deliver clear, actionable feedback to operational teams and support continuous improvement cycles.
• Coordinate remote team activities using Slack, Gmail, and calendar tools; document processes for reproducible training data.
Requirements
• 4+ years of customer success management or related experience.
• Experience leading customer success or operational analyst teams.
• Familiarity with Zendesk, Intercom, Gorgias, or ServiceNow.
• Ability to design AI training tasks or scenarios and translate support workflows into training data.
• Strong analytical thinking, problem-solving, and written and verbal communication skills.
• Comfort working in remote, distributed teams and dynamic tech environments.
Project Details & Compensation
This is a remote contractor, part-time role. Time commitment: 20+ hours/week. Language: English required. The work focuses on text data and involves text-generation and evaluation-rating label types.
Pay type: hourly (PAY_PER_HOUR). Compensation range: $40–$70 USD per hour (listed hourly rate up to $70/hr). Labeling software in use: OTHER (project-specific platforms) and common tools for coordination such as Slack, Gmail, and calendars.
• Employment types: Contractor, Part-time.
• Data type: Text; Label types: TEXT_GENERATION and EVALUATION_RATING.
• Worldwide applicants accepted; must be comfortable coordinating in remote teams.
Who Should Apply
This role is a great fit for experienced customer success leaders or operational analysts who want to pivot into AI training work and directly influence how support-focused models behave. If you enjoy analyzing workflows, improving knowledge bases, and translating real customer problems into clear, teachable examples for AI, apply.
How It Works / Next Steps
Create an OpenTrain account (free) to apply and build a portfolio of AI training work. OpenTrain connects experienced freelancers with projects where they can contribute meaningful training data and grow a durable freelance career in AI training. After you apply, expect a skills or scenario review and short onboarding to align on formatting and quality expectations.
• Prepare examples of customer workflows or KB edits you've led to demonstrate your fit.
• Applications should highlight relevant tools (Zendesk, Intercom, ServiceNow) and leadership experience.