Lead PMO

OLIVER JAMES ASSOCIATES (SINGAPORE) PTE. LTD.; Singapore; On-site; SGD 150,000 - 200,000; Full time

Job summary

A leading recruitment consultancy is seeking a Lead PMO to oversee the governance and delivery of a large-scale insurance core system integration programme. You will be responsible for ensuring alignment between strategy, technology, and business outcomes while managing multi-vendor teams and budgets. Ideal candidates will have over 10 years of experience in programme management within IT transformations and a strong understanding of insurance operations. The role requires strong executive presence and the ability to translate complex IT delivery into clear insights.

Qualifications

• 10+ years in programme management / PMO leadership within large-scale IT transformations.
• Demonstrated experience leading insurance core system integration or modernization programmes.
• Strong understanding of insurance operations (underwriting, policy administration, claims, billing).
• Hands-on exposure to core insurance platforms.
• Proven ability to manage multi-vendor, multi-geography programmes.

Responsibilities

• Lead the enterprise PMO for a complex insurance core system integration or replacement programme.
• Own the integrated master plan, milestones, dependencies, risks, and delivery cadence.
• Establish and enforce programme governance, reporting, and escalation to ExCo and Steering Committees.
• Coordinate delivery across core insurance platforms (policy, claims, billing, data, integrations).
• Oversee system integration, data migration, testing (SIT/UAT), cutover, and go-live readiness.
• Manage and hold accountable system integrators, vendors, and internal IT teams.
• Drive proactive risk, issue, and dependency management across all streams.
• Ensure budget control, forecasting, and delivery against agreed outcomes.
• Partner with business leaders to ensure operational readiness and post-go-live stability.

Job description

Role Overview

The Lead PMO will be responsible for end-to-end governance and delivery of a large-scale insurance core system integration programme. This role provides executive-level oversight across business, IT, and vendor workstreams, ensuring disciplined execution, transparency, and successful delivery of a mission-critical transformation.

The role acts as the single point of accountability for programme execution, enabling alignment between strategy, technology, and business outcomes.

Key Accountabilities

• Lead the enterprise PMO for a complex insurance core system integration or replacement programme.

• Own the integrated master plan, milestones, dependencies, risks, and delivery cadence.

• Establish and enforce programme governance, reporting, and escalation to ExCo and Steering Committees.

• Coordinate delivery across core insurance platforms (policy, claims, billing, data, integrations).

• Oversee system integration, data migration, testing (SIT/UAT), cutover, and go-live readiness.

• Manage and hold accountable system integrators, vendors, and internal IT teams.

• Drive proactive risk, issue, and dependency management across all streams.

• Ensure budget control, forecasting, and delivery against agreed outcomes.

• Partner with business leaders to ensure operational readiness and post-go-live stability.

Experience & Expertise

• 10+ years in programme management / PMO leadership within large-scale IT transformations.

• Demonstrated experience leading insurance core system integration or modernisation programmes.

• Strong understanding of insurance operations (underwriting, policy administration, claims, billing).

• Hands-on exposure to core insurance platforms

• Proven ability to manage multi-vendor, multi-geography programmes.

Leadership & Capability

• Strong executive presence with the ability to engage with senior business leaders.

• Structured, decisive, and outcomes-driven.

• Able to translate complex IT delivery into clear executive-level insights.

• Comfortable operating in highly regulated and high-stakes environments.

Qualifications

• Bachelor’s degree in IT, Engineering, or related discipline.

• PMP / PRINCE2 / Agile / SAFe certification preferred.