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Royal Caribbean Group

Cruise vacation company operating multiple brands

Sr. Lead – AI Engineering

Program ManagementPosted on Nov 11
Full-timeMiami, FL, USANo salary listed

About the Job

Requirements

  • A four-year Bachelor's degree or equivalent is required.
  • At least 10 years of experience in program delivery, digital transformation, technology deployment, or a closely related discipline is required.
  • Demonstrated experience scaling a solution from one team to many across a distributed, multi-site organization is required.
  • Strong independent judgment is required, including the ability to make sequencing, design, and trade-off decisions and stand behind them.
  • A track record leading cross-functional initiatives and influencing senior leaders and peers without direct authority is required.
  • Demonstrated ability to build and defend a business case, set expected benefits up front, and be accountable for realizing them is required; experience in benefits realization, portfolio management, or value management is relevant.
  • Proven change management capability in an environment where adoption, rather than technology, was the primary challenge is required.
  • Strong enablement and facilitation skills are required, including credibility with digitally fluent users and experienced hands-on teams.
  • A working understanding of data foundations, including governed sources, ownership, and unique identifiers, and why AI built on fragmented data fails is required.
  • Ability to run multiple parallel workstreams across time zones without losing track of them is required.
  • Excellent written and verbal communication across audiences from the yard floor to senior leadership is required.
  • Effectiveness across cultures in an international organization is required.
  • Ability and willingness to travel approximately 20%, including internationally, is required.

Responsibilities

  • Define and own the operating model for use case intake, proof of concept, scaling, and value tracking, including decision criteria, review cadence, and team handoffs, and be accountable for pipeline performance.
  • Run use case intake by capturing organizational problems and ideas, recording expected value such as hours saved, errors avoided, and cycle time, and prioritizing the pipeline based on value and effort.
  • Perform structured opportunity scanning across each function by inventorying tools, systems, and manual workflows; mapping friction points to transformation stages; scoring opportunities on value and effort; and maintaining the backlog on a regular review cadence.
  • Run or participate in proofs of concept with the Senior Director and teams across the organization, define success criteria before each begins, and recommend whether to scale, adjust, or stop.
  • Develop and own the rollout approach for proven digital and AI solutions across functions, hubs, and regions, deciding deployment order, prerequisites, and success criteria.
  • Deliver rollouts end to end, from planning and configuring existing tools through content and process changes, testing, launch, and handover to steady-state ownership.
  • Define requirements for custom-built or hosted tools when needed and hand them to the teams that build and run the tools, while retaining ownership of the rollout.
  • Support AI platform and tool development by identifying and helping clear roadblocks such as access, data availability, approvals, competing priorities, or missing field input, and connect tool-building teams with users and decisions.
  • Adapt solutions to new functional and regional contexts while preserving their effectiveness, and determine when adaptation requires reconsidering the underlying approach.
  • Diagnose where a solution breaks at scale and decide whether to fix, redesign, or retire it.
  • Own the value of each use case by setting expected benefits at intake, agreeing on a baseline with the measurement function before a proof of concept begins, and being accountable for the gap between expected and realized value.
  • Be responsible for adoption outcomes by defining adoption for each solution, using independent measurement to segment interventions by user population, and acting where uptake stalls.
  • Specify the training, materials, and support model required for each solution and audience, and partner with the learning and development team that designs and delivers them.
  • Build and sustain the Digitization & AI Champions network across every function, hub, and region as a channel for peer-led rollout and field feedback, preventing support from bottlenecking on a single point.
  • Lead internal technical partners, solution delivery partners, and hub-based contacts to committed dates, making trade-off decisions when scope, quality, and timing conflict.
  • Ensure deployments operate within the Senior Director's guardrails and meet company standards for data classification, access control, and responsible AI, including transparency, privacy, oversight, fairness, and grounding and citation of AI outputs to verified sources; partner with Information Security and Data & AI Governance on required reviews.
  • Run listening and continuous-improvement activities, including pulse surveys, usage reviews, and retrospectives, and feed results into targeted training and tooling decisions.
  • Bring lessons from scaling into prioritization, roadmap, and standards discussions with the Senior Director, including what works, what does not, recurring problems, and independently proposed scaling opportunities.

Desired Qualifications

  • Experience in maritime, shipbuilding, or another complex capital project environment is preferred.
  • Experience running a use case or demand intake process and taking proofs of concept through scaled rollout is preferred.
  • Formal organizational change management grounding or certification, such as Prosci ADKAR, Kotter, or equivalent, applied in practice rather than held only as a credential, is preferred.
  • Familiarity with Workfront, SharePoint, or comparable enterprise project, workflow, and document platforms is preferred.
  • Experience with AI-assisted knowledge retrieval, document synthesis, or reporting automation in a production setting is preferred.

About the Company

Royal Caribbean Group

Cruise vacation company operating multiple brands

Royal Caribbean Group operates multiple cruise brands, including Royal Caribbean International, Celebrity Cruises, and Silversea Cruises, and holds 50% stakes in joint ventures that run TUI Cruises and Hapag-Lloyd Cruises. Guests book cruises on ships that offer cabins, dining, activities, and excursions, sailing to destinations around the world. The group uses a global, multi-brand fleet and joint ventures to reach more customers and destinations, while emphasizing ethics, diversity, and responsible operations. Its goal is to deliver the best vacation experiences, while sailing safely, protecting the oceans, and acting with integrity for guests, employees, and communities.

Company size
10,001+
Company stage
IPO
Headquarters
Miami, FL
Founded
1969

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