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Transportation Supervisor

Summary

Oversee daily transportation logistics for a Caribbean water-sports business, scheduling drivers/vehicles, reconciling payments, and ensuring smooth guest transfers and group movements.

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.

See also

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