Director - CSS Learning Adoption & Renewals

Shift timing: UK / US Eastern business hours.

• Develop and implement strategies to drive customer adoption of Oracle University's Cloud Learning Subscriptions (MyLearn).
• Lead, mentor, and scale a high-performing team of Service Solutions Specialists to support Oracle Cloud customers across various industries and geographies.
• Champion Oracle learning offerings to clients, articulating business value and alignment with customer success goals.
• Partner with customers to design personalized training plans and address unique learning objectives (e.g., certifications, go-live readiness, user enablement).
• Collaborate with the Oracle University Product Development team to provide feedback and advocate for enhancements to learning content and delivery mechanisms.
• Identify gaps or emerging needs in the learning ecosystem and proactively guide customers on leveraging AI, analytics, and Oracle product innovations.
• Work closely with Renewals and Sales leaders to support contract renewals through tailored learning proposals and success metrics.
• Monitor and analyze key adoption KPIs, including content activation, usage, and learner engagement to ensure customer satisfaction and renewal likelihood.
• Serve as a trusted advisor on L&D strategy and Oracle application enablement to C-level stakeholders and project leaders.
• Keep pace with trends in Oracle Cloud, SaaS adoption, and enterprise upskilling to influence long-term strategy.

Mandatory Skills

• 1012 years of experience in Learning & Development or Customer Success roles within IT consulting or enterprise software firms.
• Strong experience with Oracle Cloud Learning Subscriptions (MyLearn) and Oracle University solutions.
• 810 years managing delivery or advisory roles on Oracle Cloud or on-premise application implementations (ERP, HCM, CX).
• Deep understanding of Oracle SaaS product ecosystem and Oracle Cloud Infrastructure (OCI).
• Proven team leadership experience, with strong coaching and mentoring capabilities.
• Exceptional communication, presentation, and stakeholder engagement skills.
• Strategic mindset with the ability to translate learning goals into measurable business outcomes.

Good to Have Skills

• Exposure to competency development frameworks and large-scale learning strategy execution.
• Familiarity with Oracle certification paths and their relevance for various cloud roles.
• Understanding of emerging AI technologies and Oracles AI/ML product capabilities.
• Knowledge of key drivers and challenges in migrating from on-premise to cloud-based Oracle systems.
• Background in enterprise change management or digital transformation programs.

Self-Test Questions

1. Have I led strategic learning adoption or enablement programs tied to Oracle Cloud implementations?
2. Am I comfortable engaging with C-level stakeholders and designing tailored learning solutions that align with business objectives?
3. Do I have hands-on experience with Oracle Universitys MyLearn platform and understand its application across Oracle SaaS products?
4. Can I balance strategic thinking and execution while mentoring a geographically distributed team?
5. Am I excited by the opportunity to improve enterprise learning outcomes and influence customer renewal decisions through measurable adoption strategies?