Sr Dir IT Delivery Program

POSITION: Sr. Director, Technology Delivery

LOCATION: Miramar, FL

REPORTS TO: VP, Technology Strategy & Innovation

ABOUT US

Royal Caribbean Group comprises five distinctive brands that share a vision anchored in excellence. We have a common passion for creative thinking, innovative engineering and outstanding guest service that drives continuous improvement in everything we do. The entire Royal Caribbean family is committed to the legacy of hospitality and culture of innovation that is at the core of our guest service, the protection of our natural environment and responsible citizenship in our global community.

POSITION OVERVIEW

The Head of Technology Delivery Operations ensures predictable, efficient, and high-quality execution of technology projects and products across Royal Caribbean Group. This role is accountable for delivery performance, operational excellence, and building scalable execution practices that enable the business to achieve its goals reliably.

RESPONSIBILITIES

• Partner with Technology Leadership, business executives, and PMO to align delivery plans with strategic priorities and organizational goals. (Responsible)
• Lead the day-to-day execution of a multi-million-dollar portfolio of technology projects and product deliveries, overseeing end-to-end delivery to ensure they meet quality standards, stay within budget, and adhere to timelines (Responsible and Accountable).
• Develop and implement a comprehensive delivery framework, promoting best practices in product/project management, Agile methodologies, and operational excellence (Responsible).
• Oversee cross-functional teams, including project managers, technical leads, and vendors, to ensure seamless execution and delivery of projects and products (Accountable).
• Drive Agile transformation across teams by coaching and mentoring Scrum Masters, Product Owners, and leaders to foster a culture of continuous improvement and innovation (Responsible).
• Collaborate with executive leadership to prioritize initiatives, allocate resources, and manage stakeholder expectations, ensuring alignment with business needs (Informed/Consulted).
• Establish and maintain governance processes for risk management, issue resolution, quality assurance, and compliance throughout project lifecycles (Responsible).
• Monitor program health through dashboards, metrics, and regular status updates, providing transparency and insights to senior leadership (Informed).
• Manage program budgets, forecasts, and financial reporting, ensuring optimal resource utilization and adherence to financial targets (Accountable).
• Cultivate a high-performing, collaborative team environment, emphasizing talent development, diversity, and inclusion (Responsible).
• Establish and maintain delivery governance, processes, and metrics to support operational excellence and continuous improvement (Responsible).
• Collaborate with Product leaders to translate strategic roadmaps into actionable execution pipelines (Informed).
• Oversee risk management, quality assurance, and compliance across all technology deliveries (Responsible).
• Manage resource capacity, allocation, and vendor relationships to maximize efficiency and drive automation, DevOps, and agile adoption (Responsible).
• Represent the organization in external forums, vendor negotiations, and industry best practices related to technology delivery (Consulted).

KNOWLEDGE & QUALIFICATIONS

1. Bachelor’s degree in Computer Science, Information Technology, Business Administration, or related field; Master’s degree preferred.
2. 15+ years of progressive leadership experience in IT, with proven success managing large-scale technology programs and transformations. Consulting experience preferred.
3. Extensive experience implementing Agile frameworks at scale (e.g., SAFe, LeSS) and leading organizational change initiatives.
4. Strong knowledge of SDLC, cloud platforms, enterprise architecture, and modern development tools (e.g., JIRA, DevOps).
5. Certifications such as PMP, PMI-ACP, SAFe Program Consultant (SPC), or equivalent are highly desirable.
6. Demonstrated ability to lead cross-functional teams, manage budgets, and influence stakeholders at all levels.

FINANCIAL RESPONSIBILITIES

1. Oversee a technology delivery portfolio including project budgets and operational expenses.
2. Responsible for achieving cost efficiencies and optimizing resource allocation across multiple programs.
3. Accountable for financial reporting, forecasting, and ensuring projects stay within approved budgets.
4. % of projects delivered on time and within budget.
5. Reduction in delivery incidents, rework, and defects.
6. Improvement in delivery velocity and cycle times.

Stakeholder satisfaction with delivery transparency and execution