Director, Alaska Transportation Operations

Holland America Group•Anchorage, AK

11h

About The Position

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?

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.

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.