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.
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.
Skills Required
- 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 a related discipline
- PMP, PgMP, MSP, SAFe, or equivalent certification
Income Insurance Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Income Insurance and has not been reviewed or approved by Income Insurance.
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Strong & Reliable Incentives — For sales-oriented roles, performance incentives and tiered bonuses can meaningfully lift earnings when targets are achieved. Some describe it as a solid platform to build income on top of base pay.
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Healthcare Strength — Standard benefits commonly include medical coverage that is described as decent or good. This supports a generally acceptable benefits package for many roles.
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Leave & Time Off Breadth — Annual leave is often viewed as decent, aligning with reports of manageable workloads and work-life balance. This helps offset concerns about base salary competitiveness for some employees.
Income Insurance Insights
What We Do
Income Insurance Limited (Income Insurance) is one of the leading composite insurers in Singapore, offering life, health and general insurance. Established in Singapore to plug a social need for insurance in 1970, Income Insurance continues to put people first by serving the protection, savings and investment needs of individuals, families and businesses today. Its lifestyle-centric and data-driven approach to insurance and financial planning puts the company at the forefront of innovative solutions that empowers the people it serves with better financial well-being. Additionally, Income Insurance is committed to being a responsible business that champions the environment and builds stronger communities by supporting financial inclusion, education for youth-in-need and seniors’ well-being. For more information, please visit www.income.com.sg
