Transportation Supervisor

The Transportation Supervisor plays a crucial role in ensuring the smooth and efficient operations of RED Car USVI. This position is responsible for a variety of administrative and logistical tasks, supporting the Transportation Manager and collaborating with other departments to maintain high standards of service and operational efficiency. He/she will assist with scheduling, reconciliation, and various ground-based logistics, while fostering a positive and inclusive team culture.

Administrative Support

• Assist in all transportation administrative needs, including private VIP transfers and requests from other departments or locations.
• Ensure all charges are properly recorded and reconciled.
• Support the cruise ship operation by ensuring updates are accurate in FareHarbor.
• Report any employee or vendor issues to the Transportation Manager for follow-up.

Scheduling & Operations

• Create the weekly schedule for dispatchers, drivers, and vehicles by EOD on Thursday the week prior.
• Load the schedule into Paycom.
• Assign drivers and vehicles to trips in TripWorks based on the schedule.
• Review all next day's bookings and assignments for accuracy the night before.
• Confirm assignments in the Red Transportation Chat.
• Collaborate with the DMC team on group guest movements, including airport meet and greets, hotel arrivals and departures, and activities as assigned by the Transportation Manager.
• Drive vehicles and dispatch as assigned by the Transportation Manager.
• Assist as assigned with any ground-based logistics in support of RED's USVI operations, which may include the movement of goods and/or associates.

Reconciliation & Accounting

• Review the underpaid report daily and follow up on collecting payment.
• Cancel transient bookings with no payment if no payment is received within 24 hours.
• Monitor the AMEX Buoy Haus program’s bookings for accuracy.
• Ensure that all TripWorks driver assignments are accurate and that a driver and vehicle has been correctly assigned to each individual per booking.
• Ensure that all DMC bookings are assigned appropriately.
• Monitor upcoming transfers related to group travel and flag any issues to the Transportation Manager.
• Track the status of DMC groups to ensure accuracy against the A&D.
• Work with DMC coordinators to ensure that allocation is completed accurately.
• Receive invoices from third-party vendors.
• Reconcile trips in invoices to TripWorks for accuracy.
• Send reconciliation to the Department Manager for final approval.
• Compile a monthly report on Amex Usage for the Buoy Haus Amex program.
• Send the monthly report to the Manager for final approval.
• Bill the Buoy Haus Amex TripWorks Account once approved.
• Send payment email to Buoy Haus for payment and follow up with the Buoy Haus team on payment.

Communication & Culture

• Create a positive culture of inclusion and support between the transportation team.
• Communicate effectively and respectfully with the Call Center, team members, vendors, and guests.

Qualifications

• Proficiency in using TripWorks software for booking and schedule management.
• Strong organizational and time management skills.
• Excellent communication and interpersonal skills.
• Ability to work independently and as part of a team.
• Attention to detail and accuracy in data entry and reconciliation.
• Knowledge of local traffic laws and routes in St. Thomas, U.S. Virgin Islands (preferred).

Work Environment

• This role may require a combination of office-based administrative work and occasional on-site support for ground logistics and driving/dispatching duties.