Deputy Director, Technology Delivery and Products
Raffles Hospital Yishun Full-time
The Deputy Director, Technology Delivery and Products is a leadership role responsible for end-to-end ownership of technology delivery and product outcomes across the organisation. The role ensures that technology initiatives are delivered as scalable, secure, and well-adopted products, with strong engineering discipline and measurable business impact.
This role plays a critical part in transforming technology delivery into a disciplined, product-oriented organisation, working closely with business leaders, the CTO Office, and Technology Operations. It is responsible for enabling the delivery of high-quality, scalable, and secure digital and AI-enabled solutions.
Key Responsibilities:
Product Ownership & Business Outcomes- Own and manage the full product lifecycle from definition and design through build, scale, and optimisation
- Translate business demand into clear product roadmaps, backlogs, and delivery scope
- Drive measurable business outcomes, value realisation, and user adoption
- Establish structured product governance, release planning, and lifecycle discipline
- Lead predictable, high-quality delivery of enterprise systems, digital platforms, and AI-enabled solutions
- Enforce delivery standards covering Agile/DevSecOps practices, coding, testing, quality, and release management
- Manage delivery performance across timeline, scope, cost, and quality
- Build a strong root cause analysis culture, reducing recurring defects and delivery issues
- Lead solution design and technical decision-making for complex initiatives
- Ensure all solutions comply with enterprise architecture, security, data, and integration standards
- Balance speed, cost, risk, and long-term sustainability in delivery decisions
- Ensure solutions meet production readiness criteria prior to go-live
- Drive structured handover to Technology Operations (documentation, SLAs, support model)
- Improve post go-live stability through shift-left and quality improvements
- Deliver digital, data, and AI initiatives as enterprise-grade products
- Partner with Data & Analytics teams to embed data-driven and AI capabilities
- Ensure validated innovation use cases are industrialised and scaled effectively
- Act as a senior technology partner to business stakeholders
- Provide transparent reporting on delivery progress, risks, and trade-offs
- Serve as the single point of accountability for delivery commitments
- Build, mentor, and lead high-performing product, delivery, and engineering teams
Requirements:
Qualifications- Degree in Computer Science, Engineering, Information Systems, or related discipline
- 12–15 years of progressive experience in technology delivery, digital products, or enterprise systems
- Proven track record delivering large-scale, mission-critical systems end to end
- Demonstrated capability in turning around or maturing delivery organisations
- Experience with Agile, DevSecOps, and modern software engineering practices
- Exposure to digital, data, or AI-enabled solutions at scale is highly desirable
- Strong people and stakeholder leadership skills
- Deep understanding of product-led and engineering-driven delivery models
- Solid grasp of enterprise architecture and integration environments
- Strong problem-solving and root cause analysis mindset
- Clear, confident communicator able to engage senior leaders
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