Supervisor, Transportation Services - Night Shift

Princess Cruises and Holland America Line; Anchorage (AK); On-site; USD 65,000 - 85,000; Full time

Benefits offered by this job

Free cruise after first season

Referral program

Experience – Of a lifetime!

Rewards & Incentives

Community Service

Employee Activities

Professional Growth

Job summary

Princess Cruises and Holland America Line in Anchorage is seeking a Transportation Services Supervisor for night shift to oversee dispatch, driver scheduling, and safety compliance. This seasonal, full-time role requires a CDL Class B with air brake endorsement, a DOT physical, and 3 years of operations/dispatch experience.

You will supervise the team, monitor communications, and ensure efficient, safe transport for guests and staff.

Qualifications

• Current, valid CDL Class B with air brake endorsement.
• DOT physical and drug screen clearance.
• Minimum 3 years of experience in operations, dispatch, or training.
• Three years of driving with a clean record; MVR may be requested.
• Must be eligible to work in the United States.

Responsibilities

• Supervise transportation services team and activities.
• Perform driver and dispatch duties.
• Assist with scheduling and transportation operations.
• Monitor radio and phone communications and assign tasks.
• Investigate incidents and ensure regulatory compliance.
• Uphold company policies and safety standards.

Skills

Night shift

Troubleshooting

Computer skills

Time management

Independent work

Tools

Dispatch software

Job description

Supervisor, Transportation Services - Night Shift

Department: Transportation

Employment Type: Seasonal - Full Time

Location: Anchorage Transportation and Guest Services

Description

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

Are you a skilled transportation professional with a passion for leading teams and delivering exceptional service? We're looking for a Transportation Services Supervisor to oversee the daily coordination of transportation operations and help keep our guests and employees moving safely and efficiently.

In this dynamic leadership role, you'll manage dispatch operations, coordinate driver schedules, monitor communications, and ensure seamless day-to-day transportation services. You'll provide guidance and support to team members, assign operational priorities, and promote compliance with all company policies, safety standards, and regulatory requirements.

The ideal candidate combines strong operational expertise with outstanding leadership and problem-solving skills to maintain a safe, efficient, and service-focused transportation environment.

Join our team and play a key role in creating smooth, safe, and memorable journeys through some of Alaska’s most spectacular destinations.

RESPONSIBILITIES

• Supervises transportation services team and activities.
• Performs driver and dispatch duties.
• Assists with scheduling, transportation services activities and operations.
• Monitor radio and telephones to assist drivers and assign tasks as needed.
• Routinely applies knowledge of operations, company products and customer services to assist staff with routine questions.
• Performs incident investigation and reporting.
• Carries out management responsibilities in accordance with the Company’s policies, objectives and applicable government laws and regulations.
• Other duties as assigned.

REQUIREMENTS

• Current, valid Commercial Driver's License (CDL), Class B with an air brake endorsement is required. (May be obtained through Company training course.)
• Must be certified as physically qualified through a Department of Transportation (DOT) physical and drug screen.
• Three (3) years of experience in positions involving operations, dispatch, or training.
• Current, valid driver's license, with three (3) years clean driving record. Motor Vehicle Report (MVR) will be requested.
• Must meet Company's clean driver eligibility requirements.
• Minimum age of 21 is required for CDL.
• Must pass a pre-employment background check.
• Must be eligible to work in the United States. Holland America-Princess is unable to sponsor or take over sponsorship of employment visas at this time (e.g., H-2B status).

Knowledge, Skills, & Abilities:

• Ability to work night shift hours (10:00 PM – 7:00 AM)
• Possess the ability to troubleshoot and problem solve with minimal supervision.
• Proficiency in the use of computer business applications.
• Ability to organize and prioritize work, maintain attention to time constraints, while working in a team or group environment.
• Ability to work in a fast-paced environment with multiple tasks and external influences.
• Ability to work independently with minimal supervision while achieving daily goals.
• Ability to support and comply with company policies, procedures and guidelines including support and comply with company health and safety standards.
• Ability to stand/walk/work on feet for minimum of 8 hours per day.

Benefits

• Travel - FREE CRUISE AFTER YOUR FIRST SEASON!
• Reward for Referral Program
• Experience – Of a lifetime!
• Rewards & Incentives
• Community Service
• Employee Activities
• Professional Growth

HAP Alaska Yukon is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, or national origin, disability or protected veteran status.