Scope:
We are a leading integrated casino resort operator in Asia with flagship properties in Macau and Singapore. As part of our multi-year digital and cloud transformation strategy, we are launching a high-visibility regional Oracle Property Management System (PMS) Cloud migration program. This strategic initiative will migrate core enterprise integrated hospitality modules to Oracle Cloud, delivering significant operational efficiency, regulatory compliance, and guest-experience enhancements across both jurisdictions.
We are seeking a world-class Program Director to own end-to-end delivery of this complex, multi-year and multi-site program. You will report directly to the VP of IT Business Delivery, Asia and will have full accountability for scope, timeline, budget, quality, and business outcomes. This is a high-impact role for a seasoned program leader who thrives in regulated, 24/7 hospitality and gaming environments and has a proven track record of successfully delivering large-scale Oracle Cloud migrations.
Responsibilities:
- Own the full program lifecycle: planning, execution, hypercare, and benefits realization for the Oracle Cloud migration across Macau and Singapore properties.
- Lead a cross-functional team of internal PMs, BAs, technical architects, vendors, and business stakeholders while coordinating with global Oracle delivery partners and third-party system integrators.
- Define and drive the program governance framework, including RAID management, phase-gate reviews, steering committee reporting, and executive escalation.
- Develop and maintain a detailed integrated program plan covering data migration, configuration, integration (PMS, POS, CRM, gaming systems), testing, training, change management, and cutover strategy.
- Ensure zero material disruption to gaming operations, guest services, and revenue during migration waves and cutover.
- Manage program budget, resource allocation, and vendor contracts to deliver on time.
- Drive rigorous risk, compliance, and security management (gaming regulatory requirements, data privacy, AML, SOX-equivalent controls).
- Partner closely with business unit leaders (Finance, HR, Operations, Revenue Management, IT Ops) to validate requirements, secure sign-off, and realize targeted benefits (e.g., process automation, cost savings, real-time reporting).
- Establish and track program KPIs, including milestone achievement, adoption rates, system performance, and ROI.
- Act as the single point of accountability for program status to the Regional VP, business and IT Executive Steering Committee.
Requirements:
- Strong background in hospitality or casino resort operations is highly advantageous.
- Exceptional leadership and stakeholder management skills able to influence at C-level across cultures and time zones.
- Outstanding communication and presentation skills (English fluency mandatory; Mandarin or Cantonese a strong plus).
- Strong commercial acumen comfortable negotiating with Oracle and SI partners, managing budgets, and driving measurable business value.
- Ability to travel regularly between Macau and Singapore (approximately 4050% initially).
- Proven success delivering at least one full-cycle Oracle Cloud program of similar scale ($10M+ budget, multi-site, multi-module) in a regulated industry (gaming, hospitality, financial services, or retail preferred).
- Deep expertise in Oracle Cloud migration methodologies (e.g., Oracle Unified Method, Agile/hybrid delivery).
- Proven ability to manage complex integrations, data migration (ETL strategy, cleansing, golden record), testing (UAT, performance, cutover rehearsal), and change management in 24/7 environments.
- PMP, PgMP, or PRINCE2 certification required.
- Oracle Cloud certifications (e.g., Oracle Cloud ERP Certified Implementation Specialist or equivalent) strongly preferred.
- Fluent English. Cantonese and/or Mandarin is a plus.
- Bachelor's Degree in IT, Engineering, Business Administration, or related fields.
