Head, Technology Transformation

Income Insurance Limited; Singapore; On-site; SGD 240,000 - 360,000; Full time

Job summary

Income Insurance Limited seeks a Head of Technology Transformation to lead the enterprise technology transformation agenda, modernize core platforms, and drive AI adoption across the group.

You will partner with C-suite and senior leaders to deliver large-scale programs, translate strategic priorities into actionable initiatives, and ensure governance, risk management, and measurable benefits are realized across the organization.

Qualifications

• 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.

Responsibilities

• Lead the enterprise technology transformation roadmap and ensure delivery across business, operations and technology teams.
• Translate strategic priorities into executable transformation initiatives with governance.
• Align technology investments with business objectives and measurable outcomes.
• Identify opportunities to apply AI, automation and emerging technologies and embed innovation into processes.
• Monitor program performance, benefits and risk, ensuring compliance with enterprise architecture and regulatory requirements.
• Partner senior business leaders and executives to remove delivery obstacles and drive stakeholder engagement.

Skills

Enterprise Program Leadership

AI & Digital Innovation

Strategic Thinking

Change Leadership

Executive Stakeholder Management

Governance & Value Realisation

Commercial & Financial Acumen

Education

Degree in Technology, Engineering, Computer Science or related

Tools

PMP/PgMP/MSP/SAFe certifications

Job description

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.