Sr. Specialist, Strategic Projects

Posted Yesterday
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Miami, FL, USA
Hybrid
Senior level
Transportation • Travel • Hospitality
The Role
Supports strategic initiatives by developing process documentation, playbooks, SOPs, project plans, timelines, trackers, governance materials, and reporting. Coordinates cross-functional stakeholders across shipboard and shoreside teams, manages day-to-day execution within defined guardrails, monitors risks and dependencies, and incorporates lessons learned into scalable processes. The role requires periodic ship travel, strong analytical and communication skills, senior stakeholder engagement, and the ability to deliver complex initiatives in a fast-paced, matrixed environment.
Summary Generated by Built In

One of the best-known names in cruising, Princess is the world’s leading international premium cruise line and tour company, carrying millions of guests each year to hundreds of destinations around the globe. We give our guests the Medallion Class experience others simply cannot. The Love Boat promises something for everyone. 

We are looking for an amazing Sr. Specialist, Strategic Projects to fill this role, which is based in our Miami office. 

The Sr. Specialist, Strategic Projects supports the execution of strategic initiatives within Strategic Analytics, Special Projects, reporting to the Manager, Strategic Projects. This role builds and maintains the documentation, project plans, and operational infrastructure that keep strategic initiatives on track, while also supporting execution and stakeholder coordination onboard ships as needed. Within guardrails set by the Manager, the Sr. Specialist manages day-to-day execution decisions, escalating where scope, budget, or stakeholder sensitivity requires it. This role is essential to scaling the team's portfolio of initiatives by creating structure and consistency that doesn't rely on any one person, while keeping program leadership focused on strategy and senior stakeholder management.    

Here is a summary of what Princess is looking for in its Sr. Specialist, Strategic Projects. Is this you? 

Responsibilities 

  • Documentation & Process Development 
    • Draft and maintain process documentation, playbooks, and operating procedures for the team's initiatives
    • Translate ad hoc or undocumented processes into structured, repeatable procedures
    • Support governance frameworks and reporting requirements as they mature                                                                                                               
  • Project Plan & Timeline Maintenance 
    • Build and maintain project plans, timelines, milestones, and trackers across active initiatives
    • Monitor progress and proactively flag risks, dependencies, and timeline changes
    • Maintain shared documentation and project repositories"                                                                          
  • Execution & Stakeholder Coordination 
    • Support execution of strategic initiatives, including periodic travel to ships as needed
    • Coordinate with shipboard personnel (e.g., Crew Office, Ship HR, Guest Services) and shoreside departments beyond the immediate team (e.g., Refurb, Employee Communications, Business Intelligence) during active execution windows
    • Manage day-to-day execution decisions within guardrails, escalating where needed                                                                     
  • Continuous Improvement 
    • Feed lessons learned from the field into SOPs, governance documents, and process design
    • Support scaling of documentation and tools as the team's portfolio grows
  • Performs other duties as assigned                                                                                         

Requirements 

  • Bachelor's degree required
  • 4+ years of experience in business intelligence, project execution, or an alternative analytical field, preferably in hospitality, cruise, or travel industries.
  • Experience developing process documentation, playbooks, or operating procedures
  • Ability to travel periodically to ships as needed to support execution
  • Proven track record of delivering large-scale, cross-functional initiatives with significant financial impact
  • Exceptional leadership, communication, and stakeholder management skills
  • Ability to thrive in a fast-paced, matrixed environment, exercising sound judgment with minimal oversight
  • Strong analytical and problem-solving abilities, with a track record of turning data and insights into actionable plans
  • Experience translating ad hoc or undocumented processes into structured, repeatable documentation
  • Advanced project management skills, including building and maintaining project plans, timelines, and trackers across multiple initiatives
  • Comfort building relationships and credibility with senior stakeholders, including in settings without a manager present
  • Excellent written and verbal communication skills, with experience preparing presentations and reports for senior audiences
  • Ability to synthesize complex information and present it in a clear, compelling manner
  • Adaptability and resourcefulness in a fast-paced, dynamic environment
  • Experience in the travel, hospitality, or consumer experience industries is preferred
  • This position is considered Hybrid and follows the Company’s schedule of four days in the office per week (Monday – Thursday)
  • Beginning in 2028, this position will remain on the same Monday – Thursday in-office schedule but will transition to our new headquarters in the Miami, FL area.

What You Can Expect  

  • Cruise and Travel Privileges for You and Your Family 
  • Health Benefits 
  • 401(k)  
  • Employee Stock Purchase Plan  
  • Training & Professional Development 
  • Tuition & Professional Certification Reimbursement 
  • Rewards & Incentives  

Our Culture… Stronger Together 

Our highest responsibility and top priority is compliance, environmental protection and the health, safety and well-being of our guests, the people in the communities we touch and serve, and our shipboard and shoreside employees.Please visit our site to learn more about our Culture Essentials, Corporate Vision Statement and our Core Values at:  https://www.princess.com/aboutus/culture-framework/ 

Princess is an equal-opportunity employer. All qualified applicants will receive consideration for employment without regard to age, ancestry, color, family or medical care leave, gender identity or expression, genetic information, marital status, medical condition, national origin, physical or mental disability, political affiliation, protected veteran status, race, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable laws, regulations and ordinances. 

Americans with Disabilities Act (ADA) 

Princess will provide reasonable accommodations with the application process, upon your request, as required to comply with applicable laws.If you have a disability and require assistance in this application process, please contact[email protected] 

#PCL 

#LI-CM1

#LI-Hybrid

Skills Required

  • Bachelor's degree
  • 4+ years of experience in business intelligence, project execution, or an alternative analytical field
  • Experience developing process documentation, playbooks, or operating procedures
  • Ability to travel periodically to ships as needed
  • Track record of delivering large-scale, cross-functional initiatives with significant financial impact
  • Leadership, communication, and stakeholder management skills
  • Ability to work in a fast-paced, matrixed environment with minimal oversight
  • Strong analytical and problem-solving abilities
  • Experience translating undocumented processes into structured, repeatable documentation
  • Advanced project management skills, including maintaining plans, timelines, and trackers
  • Ability to build credibility with senior stakeholders
  • Written and verbal communication skills, including preparing senior-level presentations and reports
  • Ability to synthesize complex information clearly and compellingly
  • Adaptability and resourcefulness in a dynamic environment
  • Experience in travel, hospitality, or consumer experience industries
  • Four days per week in the Miami office
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The Company
8,898 Employees
Year Founded: 1873

What We Do

Holland America Group is a cruise operator serving brands including Princess Cruises, Holland America Line, Seabourn, and P&O Australia. Its flagship, Holland America Line, has been a leader in cruising for over 150 years, providing more than 500 annual sailings across seven continents. The group is committed to creating once-in-a-lifetime experiences through excellence in service and exploration of exotic destinations worldwide.

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