Outdoor Guest Services Supervisor; Transportation Specialist

Outdoor Guest Services Supervisor (Transportation Specialist)
General

Purpose:

The Outdoor Guest Services Supervisor, Transportation Specialist is responsible for the dailysupervision, coordination, and safe operation of Purgatory Resort’s transportation services and outdoor guest operations. This position combines administrative, supervisory, and hands-on transportation responsibilities to ensure seamless guest and employee movement throughout the resort and surrounding areas.

The Supervisor oversees a year-round fleet of vehicles, leads and trains staff, coordinatesguest and homeowner transportation, and ensures compliance with all PUC, DOT, FTA, andFMCSA regulations. This position also supports outdoor guest service operations, includingevents, grounds, parking, and ticket scanning.

Essential Duties and Responsibilities:

Operations & Scheduling Assign, schedule, and dispatch transportation for guests, employees, and homeownersusing Limo Anywhere and other scheduling tools.

Coordinate and communicate shuttle routes, event transportation, and specialreservations.

Overseer vehicle maintenance schedules and coordinate repairs or service needs.

Maintain a clean, safe, and reliable vehicle fleet; ensure vehicles are fueled, washed, andinspected regularly.

Provide accounting and billing support for transportation services including guest billing,mileage tax, and airport fees.

Supervision & Leadership Supervise, and support all transportation and outdoor guest services staff.

Conduct performance evaluations and address performance issues promptly.

Train new employees on driving procedures, guest interaction, and departmental policies.

Promote a culture of professionalism, safety, and guest satisfaction.

Facilitate CDL driver training and licensing programs; oversee driver schedules and vehicle maintenance logs to ensure a safe, fully staffed transportation department.

Compliance & Safety Maintain compliance with DOT, FMCSA, FTA, and PUC licensing, reporting, and documentation requirements.

Track and manage driver qualification files including CDL renewals, medical certificates,and driving records.

Maintain and document a comprehensive departmental safety program, ensuring all required meetings and inspections are completed and logged.

Conduct driver road tests and maintain required documentation for new hires.

Guest & Administrative Support Provide professional, courteous service to guests and homeowners.

Respond to guest inquiries, transportation requests, and complaints with accuracy andprofessionalism.

Coordinate with other resort departments to support special events, weddings, and outdoor guest operations.

Prepare reports, spreadsheets, and communications for management as needed.

Ensure all department communications are timely and accurate.

Driving Duties Safely transport guests and employees in company vehicles as needed.

Operate vehicles in compliance with all resort, state, and federal regulations.

Ability to make quick, sound decisions in adverse weather or traffic conditions

Other Duties as Assigned

Required Qualifications Must be 21 years or older.

Valid State Driver’s License with acceptable MVR per resort insurance requirements.

Must have or be willing to get a CDL license.

Ability to pass a DOT physical and participate in random drug/alcohol testing per FMCSAregulations.

Minimum 3 years of supervisory or management experience.

Strong knowledge of Microsoft Office, Google Workspace, and Limo Anywhere (or similarscheduling software).Strong communication and leadership skills.

Willingness to work weekends, holidays, and occasional overtime.

Preferred Qualifications CDL Class B or A with Passenger Endorsement (P2) — training or reimbursement available for qualified candidates.

Experience with resort operations or guest service leadership.

Knowledge of vehicle maintenance and repair scheduling.

High School diploma or GED required; college degree preferred.

Strong Understanding of DOT/PUC regulations, CDL requirements,Working Environment /

Physical Requirements Approximately 25% driving in resort and mountain environments, often in adverse weather (snow, ice, cold).Approximately 75% office work in administrative and supervisory…