Leads enterprise technology transformation, including core platform modernization, digital initiatives, AI adoption, and technology-enabled business change. Owns transformation roadmaps, large-scale program delivery, governance, risk, budgets, benefits realization, executive stakeholder alignment, vendor ecosystems, and organizational adoption. Builds and develops transformation teams while ensuring strategic technology investments deliver measurable improvements in productivity, efficiency, and business performance.
Head, Technology Transformation
Reports To
Chief Strategy Officer
Department
Technology Transformation Office
Role Purpose
- Lead the execution of the enterprise technology transformation agenda.
- Drive modernization of core platforms, digital capabilities, AI adoption, and technology-enabled business change.
- Ensure strategic technology investments deliver measurable business outcomes, operational improvements, and organizational adoption.
Key Accountabilities
Enterprise Technology Transformation
- Co-own and drive the enterprise technology transformation roadmap.
- Translate strategic priorities into executable transformation initiatives.
- Align technology investments with business objectives and outcomes.
- Drive delivery across business, operations and technology teams.
- Establish governance, reporting and decision-making forums.
Program Leadership & Delivery
- Lead large-scale technology transformation programs from initiation to value realization.
- Manage interdependencies, risks, priorities and delivery outcomes.
- Ensure delivery against agreed scope, timelines, budget and benefits.
- Partner business and technology leaders to remove delivery obstacles.
- Ensure compliance with enterprise architecture, risk and regulatory requirements.
- Monitor program performance, benefits and strategic outcomes.
AI & Innovation
- Identify opportunities to apply AI, automation and emerging technologies.
- Embed innovation into business and operational processes.
- Translate technology innovation into measurable business value.
Stakeholder Leadership
- Partner senior business leaders, CTO, architecture and delivery teams.
- Influence enterprise priorities and investment decisions.
- Lead change, adoption and stakeholder engagement across transformation programs.
Scope
Portfolio
- Enterprise-wide technology transformation initiatives.
- Core system modernization including AI-based initiatives
- Digital platform transformation.
- Strategic technology investments.
People
- Lead and develop Transformation Office resources and program teams.
- Manage system integrators, vendors and delivery partners.
- Influence stakeholders across all business functions.
Success Measures
- Strategic programs delivered successfully.
- Benefits realized against approved business cases.
- Improved operational efficiency and productivity.
- Increased adoption of digital and AI capabilities.
- Strong stakeholder satisfaction and executive confidence.
- Effective governance and risk management.
Requirements
- 15+ years leading large-scale technology transformation initiatives.
- Proven track record delivering enterprise-wide technology programs.
- Experience in technology modernization, digital transformation and AI adoption.
- Strong stakeholder management at C-suite level.
- Experience managing complex vendor and partner ecosystems.
- Degree in Technology, Engineering, Computer Science or related discipline.
- PMP, PgMP, MSP, SAFe or equivalent certifications preferred.
Critical Competencies
- Technology Transformation
- Enterprise Program Leadership
- AI & Digital Innovation
- Strategic Thinking
- Change Leadership
- Executive Stakeholder Management
- Governance & Value Realisation
- Commercial & Financial Acumen
What Success Looks Like (12-24 Months)
- Technology transformation roadmap established and executing.
- Major modernization and digital initiatives delivering outcomes.
- AI use cases deployed and adopted at scale.
- Transformation governance embedded across the enterprise.
- Measurable improvements in productivity, efficiency and business performance.
Income Insurance Singapore, Singapore, SGP Office
75 Bras Basah Road, Singapore, Singapore, Singapore, 189557
Income Insurance Singapore Office
Singapore
Income Insurance Singapore, Singapore, SGP Office
1 Paya Lebar Link, #07-01 PLQ 1 Paya Lebar Quarter, Singapore, Singapore, Singapore, 408533
Income Insurance Singapore, Singapore, SGP Office
2 Tampines Central 6, #01-01 NTUC Income Tampines Point, Singapore, Singapore, Singapore, 529483
Similar Jobs
Information Technology • Software • Financial Services • Big Data Analytics
Develop mathematical models and trading strategies, back test trading models, conduct research and statistical analysis for monetization systems.
Top Skills:
C++PythonR
Information Technology • Software • Financial Services • Big Data Analytics
Quantitative Researchers at GQS leverage advanced statistical techniques and machine learning for investment strategies, portfolio optimization, and innovative research.
Top Skills:
C++Python
Security • Cybersecurity
Provide first-line technical support to enterprise customers through email, chat, phone, and ticketing. Triage and resolve common issues, document cases, support upgrades and configuration changes, use AI tools responsibly, escalate complex problems while retaining ownership, and contribute to a peer-reviewed knowledge base. Participate in a weekend on-call rotation approximately once per month.
Top Skills:
Ai ToolsLinuxNetworking
What you need to know about the Singapore Tech Scene
The digital revolution has driven a constant demand for tech professionals across industries like software development, data analytics and cybersecurity. In Singapore, one of the largest cities in Southeast Asia, the demand for tech talent is so high that the government continues to invest millions into programs designed to develop a talent pipeline directly from universities while also scaling efforts in pre-employment training and mid-career upskilling to expand and elevate its workforce.
