Income Insurance Finance/FinTech

Head, Technology Transformation

Singapore, Singapore In person Full-time

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.

Job description provided by Income Insurance.
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