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Project Manager (Contract)

10-12 Years
SGD 9,000 - 12,000 per month
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  • Posted 3 days ago
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Job Description

We are seeking an experienced and strategic Program Manager to lead a large-scale, multi-stream transformation program encompassing the migration of legacy on-premises infrastructure and a complex enterprise portal solution to AWS Cloud. The role demands deep expertise in cloud transformation, Agile program governance, release and change management and cross-functional delivery.

The successful candidate will drive a structured yet adaptive execution model, using Agile and Scrum principles to ensure iterative progress, stakeholder alignment, and measurable outcomes - from planning to full production rollout.

Responsibilities

Program & Delivery Leadership

  • Lead and orchestrate multiple interdependent projects (infrastructure, portal, data, and application) under a unified migration roadmap.
  • Apply Agile and Scrum practices at scale - facilitating sprint planning, backlog prioritization, and iterative delivery across workstreams.
  • Establish and maintain the overall program plan, milestones, and dependencies, ensuring alignment across all teams.
  • Drive governance discipline with executive dashboards, risk registers, and progress reporting to the steering committee.
  • Oversee release and change management, including rehearsal runs, cutover sequencing, rollback procedures, and post-migration stabilization.
  • Coordinate cross-functional teams (infrastructure, application, data, security, and operations) to ensure alignment and delivery continuity.

Cloud Migration & Technical Governance

  • Define and enforce migration strategies for compute, storage, and data to AWS Cloud (re-host, re-platform, or re-architect as appropriate).
  • Collaborate with cloud architects and engineering teams to ensure designs meet scalability, resiliency, and compliance standards.
  • Facilitate Agile sprint reviews and technical demos to validate incremental deliverables and remove blockers early.
  • Oversee data migration and verification activities, including integrity checks, reconciliation, and rollback planning.
  • Ensure operational readiness through detailed runbooks, knowledge transfer and DevSecOps integration.

Stakeholder & Change Management

  • Serve as the single point of accountability for program scope, timeline, and business outcomes.
  • Communicate effectively with executive sponsors, business stakeholders, IT leadership, and vendors, ensuring expectations are transparent and aligned.
  • Establish structured stakeholder engagement and communication plans, incorporating Agile review cycles and feedback loops.
  • Lead organizational change management - including communications, training, and user adoption plans - to support the shift to AWS Cloud.

Risk, Quality & Con7nuous Improvement

  • Maintain active risk, issue, and dependency management with mitigation strategies and contingency planning.
  • Conduct rollout rehearsals and cutover simulations to validate readiness for go live.
  • Facilitate retrospectives, blameless post-mortems, and continuous improvement initiatives across the delivery teams.
  • Foster a culture of collaboration, transparency, and delivery excellence, enabling teams to iterate safely and respond to evolving business needs.

Requirements

  • Experience: 10+ years in large-scale program or project management, with at least one major on-premises-to-cloud migration successfully delivered.
  • Agile Expertise: Hands-on experience with Agile/Scrum frameworks, hybrid delivery models, and cross-team coordination.
  • Technical Acumen: Proven leadership in infrastructure, data, and application migration projects strong familiarity with AWS Cloud services and architectures.
  • Certifications: PMP and/or Certified Scrum Master (CSM) or SAFe Agilist preferred AWS Cloud Practitioner or higher certification is an advantage.
  • Skills: Excellent stakeholder communication, analytical thinking, and ability to manage ambiguity across multi-vendor environments.
  • Mindset: Strategic, outcome-driven, adaptive, and passionate about empowering teams through Agile practices and disciplined execution.

Ideal Candidate Profile

  • Agile Program Leader: Combines structure and flexibility to guide multiple Scrum teams toward shared outcomes.
  • Transformation Strategist: Orchestrates complex, multi-phase migrations with clarity and confidence.
  • Collaborative Influencer: Builds strong alignment across business and technology teams through active communication and facilitation.
  • Delivery-Oriented Planner: Anticipates dependencies, plans rehearsals, and ensures readiness across all workstreams for a smooth cloud transition

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Job ID: 134359079