Holland America Princess Tours

Director, Alaska Transportation Operations

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Job ID 12139 Date posted 12/22/2025 City Anchorage State AK Country United States Job Type Full Time

Job Description


Service Excellence. Performance. Integrity. Teamwork. Consistency. Innovation.

Our Anchorage Regional Office is looking for an dynamic Director of Alaska Transportation Operations to oversee the strategic and day-to-day management of all transportation assets and operations across Alaska, including motorcoaches, railcars, and service vehicles. You will ensure seamless connectivity between cruise ships, scenic railways, and wilderness lodges, while maintaining the highest standards of safety, efficiency, and guest experience. You will work closely with maintenance, logistics, guest services, and environmental teams to deliver reliable and sustainable transportation solutions. You will also interact with regulatory agencies such as DOT (Department of Transportation), FMCSA (Federal Motor Carrier Safety Administration), and FRA (Federal Railroad Administration) and Alaska DEC (Dept of Environmental Conservation) for any fuel spill reporting. Our ideal candidate will have strong leadership skills, extensive experience in transportation operations, and a commitment to operational excellence and environmental stewardship.

Here’s a summary of what Holland America Line and Princess is looking for in its Assistant Manager of Transportation. Is this you?

Responsibilities:

  • Oversee the operation and maintenance of the Alaska transportation fleet, including 321 motorcoaches, 50+ luggage trucks, 278 service vehicles, and 20 Ultra-dome railcars.
  • Develop and implement preventive maintenance schedules and operational protocols to ensure safety, reliability, and regulatory compliance.
  • Lead and manage a team of technicians, motorcoach drivers, and logistics staff, ensuring effective training, performance, and adherence to company standards.
  • Coordinate logistics to optimize guest movement between ships, rail, and lodges, balancing capacity, scheduling, and guest satisfaction.
  • Drive sustainability initiatives, including the integration of electric and hybrid vehicles and environmental protection measures.
  • Respond to operational challenges, emergencies, and guest concerns, providing 24/7 support as needed.

Requirements:

  • Bachelor’s degree in Transportation Management, Logistics, Business Administration, or a related field. 
  • Extensive experience (typically 7+ years) in transportation operations management, preferably in a large-scale, multi-modal environment.
  • Valid driver’s license and ability to obtain any required certifications for transportation operations in Alaska. 
  • Demonstrated knowledge of transportation safety regulations and preventive maintenance standards.
  • Must pass a pre-employment background check.
  • Proven track record of leading teams in vehicle maintenance, logistics, or guest transportation services.
  • Experience working in challenging environments, such as remote or extreme weather locations.
  • Strong background in implementing safety and sustainability initiatives within transportation operations.
  • Must be authorized to work in the US.

Knowledge, Skills, and Abilities:

  • Ability to clearly communicate, verbally and in writing, with all levels of employees and management.
  • Demonstrated professionalism and confidentiality in all interactions and tasks.
  • Responsible for statewide transportation operations, impacting guest experience and operational efficiency across all HAP Alaska land and sea assets.
  • Ability to address complex logistical challenges, vehicle maintenance in extreme conditions, and real-time operational issues, often in remote locations.
  • Ability to support and comply with company policies, procedures and guidelines including support and comply with company health and safety standards.
  • Directly influences guest satisfaction, safety, and the company’s reputation for excellence in Alaska tourism.
  • Leads a diverse team of maintenance, logistics, and operations professionals; manages significant resources and budgets; fosters a culture of safety, service, and sustainability.
  • Lead by example by ‘respecting and protecting’ the health and safety of yourself and others.
  • Ensure your team and colleagues speak up, report all accidents, ‘near miss’ incidents, and work-related ill health conditions.
  • Help your team follow HESS rules and procedures by promoting the HESS Golden Rules

Benefits:

  • Cruise and Travel Privileges for you and your family
  • Health Benefits 
  • 401(k) Plan
  • Employee Stock Purchase Plan 
  • Training and Professional Development
  • Rewards and Incentives

Our Culture…Stronger Together: 

Our highest responsibility, and therefore our top priorities, are always compliance; environmental protection; and the health, safety, and well-being of our guests, the people in places we visit, and our Carnival family, both shoreside, and shipboard. 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/.  

Holland America Line and Princess are equal opportunity employers. 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. 

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