Manager, Headliner Enrichment Programs & Finance

This position is on – site in our Royal Caribbean Headquarters 1050

Journey with us! Combine your career goals and sense of adventure by joining our exciting team of employees. Royal Caribbean Group is pleased to offer competitive compensation and benefits package, and excellent career development opportunities, each offering unique ways to explore the world.

The Royal Caribbean Group’s Silversea Entertainment team has an exciting career opportunity for a full Manager, Headliner Enrichment Programs & Finance reporting to Senior Director, Entertainment.

Position Summary

The Manager, Headliner, Enrichment Programs & Finance is responsible for the strategic development, operational execution, and financial management of Silversea’s onboard Headliner entertainment, enrichment lecture series, and themed programming. This role ensures the delivery of high-quality, culturally enriching, and brand-aligned experiences that enhance the guest journey across the fleet. In addition, the position oversees financial operations related to the department, including contract administration, invoice processing, and Capital Authorization Request (CAR) development and tracking.

Essential Duties and Responsibilities

• Lead the development, enhancement, and execution of Headliner entertainment and enrichment lecture programs across the Silversea fleet
• Continuously evaluate and evolve programming to improve guest satisfaction scores, onboard ratings, and brand differentiation
• Identify and develop new program concepts, themes, and partnerships aligned with guest demographics and destination itineraries
• Identify, recruit, and contract high-caliber speakers, performers, and subject matter experts for onboard enrichment and headliner programs
• Build and maintain strong relationships with agencies, cultural institutions, and international organizations to source unique and exclusive talent
• Negotiate terms and oversee contractual agreements in collaboration with internal stakeholders
• Oversee end-to-end logistics for the enrichment and headliner program, including travel arrangements (air, ground), visas, medical clearances, and embarkation coordination
• Partner closely with internal teams (e.g., entertainment operations, fleet operations, guest experience) to ensure seamless onboard delivery
• Manage the department budget, ensuring cost efficiency and alignment with financial targets
• Oversee invoice processing, ensuring timely and accurate submission, tracking, and reconciliation
• Lead the development and submission of Capital Authorization Requests (CARs), including building business cases, financial justifications, ROI considerations, and supporting documentation
• Lead, mentor, and develop a team of four, fostering a high-performance, collaborative, and accountable environment
• Provide clear direction, set priorities, and ensure alignment across program delivery and financial operations
• Conduct regular check-ins, performance reviews, and development planning for team members
• Maintain accurate records of contracts, talent databases, financial documentation, and program inventories
• Support cross-functional projects, presentations, and reporting for leadership as needed
• Ensure clear and effective communication across stakeholders, including shipboard teams and shoreside departments

Performs other duties as required. This job description in no way states or implies that these are the only duties to be performed by the employee occupying this position. Employees will be required to perform any other job-related duties assigned by their supervisor or management.

Qualifications and Education

• Bachelor’s degree in Hospitality, Entertainment Management, Business Administration, or related field
• Minimum of 5 years of experience in entertainment programming, talent management, or related field
• Experience with budgeting, financial planning, and invoice management required
• Previous cruise, hospitality, or luxury brand experience preferred
• Strong project management and organizational skills with the ability to manage multiple workstreams simultaneously
• Financial acumen, with experience in budgeting, invoice tracking, and business case development (CAR processes)
• Excellent negotiation and relationship management skills
• Strong leadership and team development capabilities
• Exceptional attention to detail and problem-solving skills
• Ability to work cross-functionally in a fast-paced, global environment
• Strong written and verbal communication skills

Working Conditions

The physical demands described here are representative of those requirements employees must meet to perform the essential functions of this job with or without reasonable accommodations.  While performing job functions the employee is regularly required to sit, stand, write, review and type reports, compile data, operate a pc, communicate, listen, and assess information.

The employee may move about the office complex, may travel to other office locations, and may lift, push, pull or move 10 - 15 pounds. Visual requirements include distant, close and color vision, and ability to adjust focus.

We know there's a lot to consider. As you go through the application process, our recruiters will be glad to provide guidance, and more relevant details to answer any additional questions. Thank you again for your interest in Royal Caribbean Group.  

It is the policy of the Company to ensure equal employment and promotion opportunity to qualified candidates without discrimination or harassment on the basis of race, color, religion, sex, age, national origin, disability, sexual orientation, sexuality, gender identity or expression, marital status, or any other characteristic protected by law. Royal Caribbean Group and each of its subsidiaries prohibit and will not tolerate discrimination or harassment.