Job Summary
The Director, Entertainment Planning & Project Management leads in the planning and project management of worldclass entertainment and destination experiences across Resorts World Sentosa, including attractions entertainment, seasonal experiences, immersive activations, live shows, and signature resort events. This role leads the coordination of safe and compliant event delivery, with emphasis on detailed planning, timeline stewardship, and budget/commercial management to elevate the resort's destination appeal.
Job Responsibilities
Planning & Project Management:
- Plan and drive integrated project schedules (creative, design, fabrication, install, tech, safety, rehearsals, previews) with disciplined gates and change control.
- Ensure smooth transitions from design to build to install to operations.
- Manage punch lists, acceptance criteria, and product readiness.
Production:
- Oversee the planning and execution of events and entertainment productions, ensuring alignment with IP standards, show quality, and operational requirements.
- Ensure that all production-related information, including creative inputs, technical requirements, crew scheduling, and rehearsal timelines are consolidated and integrated.
- Ensure that detailed production schedules and checklists are properly documented and regularly communicated across teams to ensure milestones are met and all teams are aligned.
- Institutionalise detailed production documentation and processes via project management software, ensuring that all internal approvals, risk assessments, vendor scopes, and compliance documentation adhere strictly to RWS governance, procurement, and WSH (Workplace Safety & Health) policies.
- Facilitate collaborations between internal stakeholders and external vendors, ensuring seamless communication and efficient planning throughout the production lifecycle.
- Oversee post-event account reconciliation, including vendor verification, invoice consolidation, and budget tracking.
- Analyse post-mortem reports, operational challenges, successes, and areas of improvement for future productions.
IP Licensing, Rights & Partner Management:
- Oversee the team that leads specific contracting and rights clearance when working with third party licensors and partners.
- Build strong relationships with resident IP representatives, coordinate production approvals, brand guardrails, and reporting.
- Oversee the liaison with Legal/Procurement on contract terms, indemnities, SLAs, and performance obligations.
Financial & Commercial Management:
- Own portfolio budgets (CapEx/OpEx), including feasibility, business cases, estimates, proformas, and P&L.
- Oversee accruals, commitments, and variances.
- Drive cost optimization through sourcing strategies, reusability, and vendor negotiations.
- Define commercial models for events and experiences.
Safety, Compliance, & Risk:
- Ensure all productions meet safety, regulatory, and EHS standards.
- Gatekeep robust risk assessments, method statements, emergency procedures, and stop protocols.
- Maintain compliance with music licensing, labor regulations, public entertainment permits, and insurance requirements.
Job Requirements
- Bachelor's degree in Theater/Entertainment Production, Live Events, Design/Art Direction, Creative Producing, or related discipline.
- 10 15 years of experience in live entertainment, attractions, themed entertainment, or largescale events, with a strong track record in Entertainment Production.
- Proven leadership of multimilliondollar entertainment portfolios in complex, guestfacing environments (theme parks, integrated resorts, festivals, touring shows).
- Demonstrated expertise in IP licensing/rights management, contract negotiation, and partner/studio relations.
- Solid understanding of technical theater, show systems (lighting, audio, video, SFX, show control), stagecraft, and performer operations.
- Strong financial acumen and conversant with forecasting, CAPEX/OPEX governance, cost control, and commercial modeling.
- Familiarity with EHS/regulatory frameworks for live entertainment.
- Ability to balance creative with operational and commercial realities.
- Ability to handle multiple priorities simultaneously and meet dynamic demands.
- Resilient, adaptable and able to work through issues and provide solutions in a challenging and fast-paced environment.
