Position: Senior AI Trainer Customer Success Managers

Type: Short-Term Contractor Assignment (9 Weeks)

Compensation: $31 per hour

Location: Remote

Commitment: Up to 40 hours per week with 4 hours overlap with PST

Role Responsibilities

- Create high-difficulty Customer Success tasks and gold-standard solutions for AI training.
- Develop scenarios covering enterprise onboarding, adoption, retention, renewals, account health, and expansion.
- Evaluate and calibrate team outputs to maintain high-quality standards.
- Review AI-generated solutions for accuracy, relevance, practicality, and alignment with Customer Success best practices.
- Identify edge cases and escalate rubric ambiguities when required.

Requirements

- 8+ years of experience in Customer Success or account management, primarily within enterprise SaaS environments.




- Proven experience managing strategic enterprise accounts, complex customer lifecycles, renewals, retention, and revenue growth.
- Solid expertise in health-score frameworks, renewal playbooks, risk management, and success metrics.
- Experience building relationships with executive stakeholders and leading business reviews and escalations.
- Expert knowledge of onboarding, adoption, value realization, retention, and account expansion strategies.
- Strong analytical, problem-solving, and communication skills.

Application Process

- Apply via Easy Apply
- Check your email for next steps

📌 Director of Customer Success | $31/hr Remote (India)
🏢 Crossing Hurdles
📍 India