Head, Technology Transformation

Income Insurance · Singapore

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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.

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.

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