AI Success Strategist, Customer Success

Zendesk Zendesk · Enterprise · Singapore

This role is for an AI Success Strategist at Zendesk, focusing on customer success and digital transformation for enterprise clients in the APAC region. The strategist will own the multi-year AI roadmap, bridge technical deployment with business transformation, and ensure AI initiatives deliver measurable ROI, Automated Resolution growth, and Gross Revenue Retention. Responsibilities include strategic AI roadmap orchestration, solution design, cross-functional collaboration, data-driven governance using adoption analytics and predictive health scores, advising on Responsible AI and compliance, and demonstrating value realization through CSAT and operational efficiency metrics. The role requires a consultative architect mindset, program management mastery, technical fluency in Generative AI, Intent Discovery, and Workflow Automation, and an outcome-obsessed approach with a deep understanding of AI Ethics, Data Governance, and Compliance.

What you'd actually do

  1. Lead the end-to-end delivery of comprehensive AI adoption plans, ensuring alignment with the customer’s C-Suite objectives and long-term CX vision.
  2. Lead solution design reviews to ensure AI deployments follow best practices; collaborate with Professional Services (PS) on complex integrations and API configurations.
  3. Serve as the "connective tissue" between Sales, Professional Services, and Product Development to ensure a seamless GTM execution and a unified customer experience.
  4. Utilize adoption analytics and predictive health scores to monitor performance, forecast churn risk, and translate raw data into actionable executive playbooks.
  5. Advise customers on Responsible AI, data governance, and compliance guardrails, positioning Zendesk as a trusted partner in ethical AI implementation.

Skills

Required

  • 5+ years of experience in Customer Success, Technical Account Management (TAM), or Management Consulting within the Enterprise SaaS industry.
  • 1+ years of direct experience in AI-related projects (e.g., Chatbots, NLP, Machine Learning, or Automation workflows).
  • Proven track record in a GTM (Go-To-Market) role, managing large-scale software adoption programs with measurable impact on Churn and Expansion.
  • Bachelor’s degree in Business, Computer Science, Engineering, or a related field.
  • Strong familiarity with Agile methodologies and project management frameworks.

Nice to have

  • CX Domain Expertise: Deep understanding of the Zendesk platform or similar CX/CRM ecosystems.
  • Advanced degrees (MBA or MS) or professional certifications in AI Strategy, PMP, or CSM.
  • Experience navigating the Singapore and APAC regulatory landscape regarding data privacy and AI ethics.
  • Experience with Product-Led Growth (PLG) strategies and driving expansion through product feature adoption.

What the JD emphasized

  • multi-year AI roadmap
  • ROI
  • Automated Resolution (AR) growth
  • Gross Revenue Retention (GRR)
  • C-Suite objectives
  • GTM execution
  • predictive health scores
  • Responsible AI
  • data governance
  • compliance guardrails
  • CSAT
  • technical readiness
  • Critical Path
  • Generative AI
  • Intent Discovery
  • Workflow Automation
  • Deflection Rates
  • Net Retention
  • AI Ethics
  • GDPR/PDPA
  • GTM (Go-To-Market)
  • Churn
  • Expansion
  • Singapore and APAC regulatory landscape