TRANSP - Manager, Transportation

JOB DESCRIPTION POSITION: Transportation ManagerFLSA: Exempt REPORTS TO: Director of Mountain Operations SUMMARY: The Transportation Manager is responsible for overseeing all aspects of the resort's transportation services, including fleet operations, staff management, and guest transportation needs. This role ensures smooth day-to-day operations by managing vehicle maintenance, shuttle services, parking, and coordinating with various departments. The position requires exceptional leadership, organizational skills, and the ability to thrive in a fast-paced environment, especially during peak seasons. PRIMARY RESPONSIBLITIESShuttle Fleet Operations & Maintenance: Oversee the operation and maintenance of all resort shuttle vehicles, including buses, vans and other required vehicles. Ensure vehicles are regularly inspected, clean, and in optimal working condition. Coordinate repairs and build relationships with external vendors for any replacements as needed. Staff Management: Manage and train transportation staff, including drivers, dispatchers, and parking attendants. Handle scheduling, performance evaluations, and resolve any staffing issues. Ensure staff compliance with safety and regulatory standards. Budget & Financial Oversight: Participate in budget development, monitor expenses, and ensure transportation services are provided efficiently within budget constraints. Track financial performance and adjust resources as necessary to meet operational goals. Payroll Management: Oversee and manage payroll for the transportation team. Ensure accurate time tracking and timely submission of payroll to the finance department. Client Quotes: Create accurate transportation service quotes for clients, including group transport and special event services. Ensure quotes align with budgetary constraints and client needs. Guest Transportation Services: Coordinate and manage guest transportation, including shuttle services for airport transfers, group tours, and event needs. Ensure smooth operation during high-traffic periods like holidays and special events. Transportation Logs: Create and maintain detailed transportation logs to track guest pickups, drop-offs, and overall transportation usage. Ensure logs are accurate and up-to-date for internal auditing and operational efficiency. Collaborate with drivers to gather real-time data and monitor performance metrics to ensure timely service. Safety & Compliance: Ensure all transportation activities comply with state and federal transportation regulations. Conduct regular safety audits, maintain driver logs, and respond to any accidents or emergencies. Cross-Departmental Coordination: Collaborate with other departments like Sales, Marketing, Events and HR to meet transportation demands at the resort. MINIMUM QUALIFICATIONS:Valid commercial driver's license (CDL) with passenger endorsements is highly recommended; must hold a valid license with a clean driving record. 2 years of leadership experience in transportation management is recommended. Experience with vehicle maintenance and safety inspections. Strong leadership and multitasking abilities. Excellent problem-solving skills and ability to work in adverse weather conditions. Proficiency in logistics and fleet management software is a plus. PHYSICAL DEMANDS AND WORKING ENVIRONMENT:Must be able to lift up to 50 lbs. Ability to stand and move for extended periods and work outdoors in all weather conditions. Must be able to walk outside in winter conditions BENEFITS OF WORKING AT WINTERGREEN: Wintergreen Resort is a place for mountain lovers, adventure seekers and outdoor explorers. A place to chase new experiences, marvel at the unexpected, and build new relationships that will keep you coming back for more. We work to play! We work in a fun-filled, beautiful resort setting and have a competitive compensation with a comprehensive benefit portfolio for full-time year-round associates: (Medical, Dental, Vision, Life, Short and Long Term Disability Insurances as well as Paid Time Off and a 401K plan). Our unique Recreational Benefit Package offers associates free and/or discounted resort activities, services and products. We have many fantastic opportunities available from our spectacular, sweeping mountain slopes to our beautiful valley and lake. If this position isn't quite what you are looking for, please visit our career page for even more open positions: Wintergreen Resort: Premier Blue Ridge Mountain Ski, Golf, Tennis, Spa and Family Vacation Resort in Virginia. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, protected veteran status, disability status or any other characteristic protected by applicable law. Essential functions, as defined under the Americans with Disabilities Act, may include any of the following representative duties, knowledge, and skills. This is not a comprehensive listing of all functions and duties performed by incumbents of this position; employees may be assigned other duties which are not listed below; reasonable accommodations will be made as required. The job description does not constitute an employment agreement and is subject to change at any time by the employer.

Created: 2026-03-10