Head, Technology Transformation

Income Insurance LimitedSingaporeOn-siteFull-timePrincipal, 12–15+ yearsListed 4 weeks ago

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About this role

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.