Assistant Lead, AI Program Management – CTO Office

Mediacorp Pte Ltd

Singapore

On-site

SGD 180,000 - 240,000

Full time

12 days ago

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Job summary

Mediacorp Pte Ltd in Singapore, within the CTO Office, seeks an Assistant Lead, Program Management to translate priorities into disciplined roadmaps and drive large-scale AI and technology programmes. You will partner with technology leaders to align scope, architecture, timelines, risks, and outcomes, ensuring timely decision-making and transparent portfolio performance.

The role requires a hands-on leader with a proven track record in cross-functional delivery, programme governance, and change

Qualifications

10+ years of experience in technology delivery, IT programme management, agile delivery, or technology operations in a complex matrix organisation.
Proven experience delivering enterprise AI, data, or digital transformation programs end-to-end—ideally including generative AI rollouts, AI platform stand-ups, or large-scale technology adoption.
Strong understanding of strategic technology domains such as enterprise platforms, architecture, data, cybersecurity, digital transformation, or engineering operations.
Experience driving delivery transformation and adoption of new ways of working (e.g., AI-enabled delivery, automation, standardisation) across multiple teams
Strong structuring and problem-solving skills; able to translate ambiguity and technical complexity into clear plans, milestones, and measurable outcomes
Strong facilitation and influencing skills; comfortable challenging constructively and driving decisions without formal authority across Technology and Business stakeholders
Demonstrated understanding of delivery methodologies (Agile, Waterfall, hybrid).

Responsibilities

Lead a portfolio of strategic technology and AI initiatives sponsored by the CTO Office, from shaping scope and business outcomes through execution and adoption.
Translate priorities into roadmaps, program plans, milestones, and governance mechanisms across business and technology teams.
Stand up and run program governance including steering forums, decision logs, RAID management, dependency tracking, and delivery health reviews.
Drive cross-functional coordination across engineering, architecture, data, security, product, operations, and business stakeholders to ensure alignment and execution discipline.
Support enterprise AI initiatives by coordinating use-case intake, prioritization, implementation planning, change readiness, and value realization tracking.
Establish consistent operating standards for strategic programs, including planning templates, status reporting, resource visibility, and benefits tracking.
Identify delivery risks, organizational blockers, and decision gaps early, then drive issue resolution with clear escalation paths and practical recommendations.
Partner with senior leaders to prepare materials for leadership meetings, transformation reviews, and key CTO Office forums.
Monitor outcomes, KPIs, and program performance to ensure initiatives deliver against strategic, operational, financial, and adoption objectives.
Build a strong execution culture within the CTO Office by improving ways of working, governance maturity, and cross-team accountability.