Transportation Manager
The Role. Lead our fleet of 25+ professional CDL drivers and keep every guest transfer safe, on-time, and full of Alaska hospitality. You’ll recruit, train, schedule, and inspire the transportation team while ensuring our buses, coaches, and vans are DOT-compliant and ready to roll on Alaska’s most scenic (and challenging) roads. Working closely with operations, customer service, and front-desk teams, you’re the key to seamless dock-to-tour connections and happy guests from the moment they step off the ship.
Key Responsibilities
- Recruit, hire, and build a top-tier team of 25+ commercial drivers
- Conduct pre-season and ongoing CDL training focused on defensive driving, guest interaction, narration basics, and Alaska-specific road protocols
- Create and manage daily driver schedules and dispatch operations
- Perform ride-alongs, driver evaluations, and continuous coaching
- Ensure full compliance with DOT/FMCSA regulations, hours-of-service, vehicle inspections, and record-keeping
- Oversee vehicle readiness in coordination with mechanics (pre/post-trip inspections, maintenance coordination)
- Maintain accurate driver files, certifications, drug/alcohol testing records, and vehicle logs
- Foster a positive, professional, safety-first team culture
- Handle on-season problem-solving for weather delays, traffic, or last-minute schedule changes
Requirements
- Minimum 5 years commercial driving experience with Class B CDL + Passenger & Air Brake endorsements (Class A a plus)
- 2+ years in transportation supervision, fleet management, or lead driver/trainer role
- Clean driving record and ability to pass DOT pre-employment screening
- Current DOT Medical Card
- Proven skills in team leadership, scheduling, and conflict resolution
- Strong knowledge of FMCSA/DOT regulations and electronic logging devices
- Excellent communication and guest-service mindset
- Comfortable using scheduling software and basic computer systems
What We Offer
- Highly competitive pay + performance bonus
- Scheduled days off to explore Alaska’s wilderness
- Free or deeply discounted staff tours (whale watching, rafting, jeep adventures, etc.)
If you love leading a sharp team, know the rules inside-out, and want to spend your summer making sure every guest starts and ends their Alaska adventure with a smile, this is your seat behind the wheel. Apply now and drive the season with us!