Lead our Transportation Team! Manage drivers, Logistics, and Fleet Operations - Hiring Now!

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.)

• Work in the most breathtaking office on earth

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!