Use 8–15 years of enterprise SaaS customer success expertise to create challenging AI tasks, evaluate generated solutions, and calibrate contributor work. Contract role with flexible part-time work of 20+ hours per week.
Generative AI & RLHF
100% Remote
Worldwide
Eligibility
Entry
Experience
Aug 12, 2026
Posted
Open worldwide
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About AI Training Work
AI training is the human side of building modern artificial intelligence. People with real-world expertise create examples, write solutions, and evaluate model outputs so AI systems can become more accurate, useful, and reliable.
This role focuses on advanced customer success scenarios. Your judgment will help assess whether AI-generated work reflects practical enterprise SaaS strategy and sound customer-focused decision-making.
Contribute to cutting-edge AI systems through expert review
Apply professional knowledge to realistic business scenarios
Work remotely with flexible scheduling
The Role
OpenTrain is seeking a Customer Success AI Task Reviewer to develop and review high-difficulty tasks involving enterprise SaaS customer success. You will create realistic scenarios and practical solutions, then evaluate AI-generated work for accuracy, relevance, and usefulness.
The work covers customer onboarding, product adoption, retention, renewals, account health, stakeholder management, value realization, and account expansion. You will also help maintain quality across contributor output and identify edge cases or unclear evaluation criteria for escalation.
Contractor position
Part-time engagement
20+ hours per week
English-language work
Worldwide opportunity
What You'll Do
You will use your enterprise customer success experience to produce demanding, well-grounded AI training tasks and evaluate proposed solutions. The work requires practical judgment: solutions should be accurate, relevant to the customer situation, and applicable in an enterprise SaaS environment.
Create challenging customer success tasks grounded in enterprise SaaS practices
Write accurate, relevant, practical, and customer-focused solutions
Evaluate and refine work involving customer lifecycles, renewals, retention, and revenue growth
Review and calibrate other contributors' output
Maintain day-to-day quality across assigned work
Identify genuine edge cases and unclear evaluation criteria
Escalate issues when evaluation standards or scenarios require clarification
Required Experience And Skills
This role is intended for an experienced customer success or account management professional, particularly someone who has worked with strategic enterprise accounts in SaaS. You should be comfortable assessing both the strategic quality and practical execution of customer success plans.
8 to 15 years of experience in customer success or account management
Primarily enterprise SaaS experience
Ownership of strategic enterprise accounts and complex customer lifecycles
Experience with renewals, retention, and revenue growth
Ability to develop health-score frameworks and renewal playbooks
Experience with risk-management processes and success metrics
Strong executive stakeholder communication skills
Experience leading business reviews and handling escalations
Ability to design onboarding, adoption, value-realization, retention, and account-expansion strategies
Ability to assess proposed customer success solutions for accuracy and practicality
Helpful Background
A bachelor's degree or equivalent practical experience in any field is welcome. Previous experience in AI evaluation, data annotation, content review, quality assurance, or a related analytical role may be useful, but it is not required.
Bachelor's degree or equivalent practical experience welcome
AI evaluation experience helpful but not required
Data annotation or content review experience helpful but not required
Quality assurance or related analytical experience helpful but not required
Why Work With OpenTrain
AI training and data labeling are among the fastest-growing ways to work in tech. By contributing expert judgment to model evaluation, you can help shape how state-of-the-art AI systems understand and respond to complex professional situations.
OpenTrain gives you a place to build a credible AI training portfolio, discover projects aligned with your skills, and develop a longer-term path in this expanding field.
Apply specialized customer success expertise to AI development
Work remotely with a flexible part-time schedule
Build experience in AI training and evaluation
Grow a portfolio that reflects your professional strengths
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