Job Title: Senior AI Trainer – Customer Success Managers
Industry:
Artificial Intelligence | Technology | AI Model Development
Reports To:
Functional SME (Expert) Lead
Location:
APAC / Middle East / Africa (Remote)
Work Structure:
Short-Term Contract (9 Weeks)
Compensation:
41/hr USD
Client Overview
Our client is a globally recognized artificial intelligence company at the forefront of developing next-generation AI systems that power enterprise solutions across multiple industries. By combining advanced machine learning capabilities with human expertise, the organization builds intelligent models that support complex reasoning, decision-making, and business problem-solving for leading technology companies worldwide.
As part of its continued expansion, the company is seeking experienced Customer Success professionals to contribute their expertise toward improving AI performance through the creation, evaluation, and validation of real-world customer success scenarios.
Role Overview
We are seeking an accomplished Senior AI Trainer – Customer Success Manager to help train advanced AI systems by developing and reviewing complex customer success scenarios based on enterprise SaaS best practices.
The successful candidate will leverage extensive Customer Success experience to create technically accurate, practical, and commercially relevant tasks covering customer onboarding, adoption, renewals, retention strategies, executive stakeholder management, account expansion, and customer health optimization.
This role is ideal for senior Customer Success professionals who enjoy applying their expertise to shape the future of AI while working remotely on a flexible short-term engagement.
Key Responsibilities
AI Training & Quality Assurance
Develop high-quality customer success scenarios that reflect real-world enterprise SaaS environments.
Produce gold-standard solutions covering onboarding, customer adoption, renewals, retention, and account growth.
Review, evaluate, and refine AI-generated outputs to ensure technical accuracy and business relevance.
Apply established evaluation rubrics and quality standards to all assigned work.
Review and calibrate team deliverables to maintain consistency and excellence.
Escalate complex customer success edge cases and guideline ambiguities where appropriate.
Customer Success Expertise
Design realistic customer onboarding and implementation workflows.
Create customer adoption and value realization strategies.
Develop account health scoring frameworks and customer success metrics.
Build renewal, retention, and expansion playbooks.
Create executive business review scenarios.
Develop customer risk identification and mitigation strategies.
Design account growth and cross-sell opportunities.
Produce customer lifecycle management recommendations.
Evaluate customer engagement strategies and success plans.
Collaboration
Work closely with Functional SME Leads and quality reviewers.
Incorporate feedback into subsequent deliverables.
Maintain consistency across all AI training datasets.
Meet productivity and quality expectations throughout the engagement.
Qualifications & Experience
Education
Bachelor's Degree or equivalent practical experience in any discipline.
Professional Experience
8–15 years of Customer Success or Enterprise Account Management experience.
Significant experience managing strategic enterprise SaaS customers.
Proven success handling customer onboarding, adoption, renewals, retention, and expansion.
Experience leading executive business reviews and managing stakeholder relationships.
Previous experience in AI evaluation, content review, data annotation, or quality assurance is advantageous but not required.
Required Skills & Competencies
Enterprise Customer Success Management
SaaS Customer Lifecycle Management
Customer Onboarding & Adoption
Customer Health Scoring
Renewal & Retention Strategy
Executive Stakeholder Management
Revenue Expansion & Account Growth
Customer Success Analytics
Strategic Relationship Management
Business Review Facilitation
Problem Solving & Critical Thinking
Quality Assurance & Content Evaluation
Excellent Written Communication
Attention to Detail
Ability to Deliver High-Quality Outputs Independently