Project Manager (Guidewire Cloud Migration)

Contract Type:

Location:

Sydney - NSW 

Industry:

IT

Category:

Project Manager

Contact Name:

Brendan Jacquet

Contact Email:

brendan.jacquet@pra.com.au

Date Published:

26-Feb-2026

Role title: Project Manager - Guidewire Cloud (Environments & Readiness)
Engagement: Contract (initially through to Oct-Dec 2026, TBC)
Location:  Sydney CBD / hybrid 
Start: Urgent (replacement required; current PM exiting)
Role purpose

Lead the Environments stream within a large, multi-stream Guidewire Cloud program (migrating from on-prem). You'll drive environment establishment, readiness, governance, and cross-stream dependency management across the insurer, Guidewire, and the implementation partner.
Key responsibilities
  • Own end-to-end delivery of the Environments workstream(plan, schedule, RAID, reporting, governance, milestones).
  • Coordinate environment provisioning, configuration, access, readiness gates, and delivery cadence across squads and vendors.
  • Manage tri-party delivery across internal teams, Guidewire, and the implementation partner/SI(e.g., Tenzing or equivalent).
  • Run dependency management across streams (build/release, testing, data, security, integration, cutover).
  • Drive operational discipline: status reporting, steering updates, issue resolution pathways, and decision logs.
  • Ensure environment work aligns with release management, testing cycles, and program controls.
  • Support transition planning as environments move toward BAU ownership(handover approach, runbooks, controls).
Required experience
  • Proven delivery as a Project Manager / Delivery Lead on Guidewire implementations(Cloud strongly preferred; on-prem + migration acceptable).
  • Strong hands-on experience working with environment strategy / environment management in complex programs (non-negotiable).
  • Demonstrated success in large-scale, fast-paced, multi-stream delivery with heavy external dependencies.
  • Strong stakeholder management across technology teams, vendors, and senior governance forums.
Desirable experience
  • Experience with cloud environment rationalisation, access/identity patterns, release cadence, and testing alignment.
  • Insurance platform ecosystem exposure (Guidewire + surrounding tooling, integration, testing and release approaches).
  • Prior experience working with systems integrators and vendor-led delivery models.
Competencies / ways of working
  • Comfortable "in the mess": resilient, thick-skinned, pragmatic, able to challenge constructively.
  • Highly organised with strong written comms (clear RAID, crisp exec updates).
  • Outcome-focused; drives closure and unblocks teams quickly.
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