Transportation Manager Jobs

About The Position

Requirements

• Valid Class B Commercial Driver License (CDL) with Passenger Endorsement. (Preferred, not required)
• Demonstrated experience safely operating passenger vehicles in snow, ice, and winter driving conditions.
• Proven ability to navigate challenging weather and road conditions while maintaining a strong focus on safety.
• Clean driving record with a demonstrated commitment to safe driving practices.
• High school diploma or equivalent; associate's or bachelor's degree preferred.
• Minimum 2 years of supervisory or leadership experience in transportation, hospitality, logistics, operations, or a related field.
• Strong communication, problem-solving, and organizational skills.
• Experience leading teams in a fast-paced, customer-focused environment.
• Proficiency with Microsoft Office and transportation or dispatch software systems.
• Valid driver's license with an acceptable driving record.
• Ability to work flexible schedules, including weekends, holidays, evenings, and emergency response situations.

Nice To Haves

• Experience in resort, hospitality, municipal, public transit, or transportation operations.
• Knowledge of fleet management and dispatch systems.
• Familiarity with DOT regulations and transportation safety standards.
• Experience managing union and/or seasonal workforces.
• Passion for the outdoor recreation and mountain resort industry.

Responsibilities

• Assist with recruiting, hiring, onboarding, training, and developing transportation team members.
• Provide daily leadership, coaching, and performance feedback to drivers, dispatchers, and support staff.
• Foster a positive culture focused on safety, accountability, teamwork, and exceptional guest service.
• Lead daily operational briefings and communicate service updates, expectations, and departmental priorities.
• Support employee engagement initiatives and recognize team achievements.
• Coordinate daily transportation schedules, routes, staffing plans, and service levels to meet operational demands.
• Monitor transportation services and proactively address service interruptions, delays, and guest concerns.
• Assist in managing fleet deployment to maximize efficiency and resource utilization.
• Partner with dispatch and resort operations teams to support special events, peak periods, and emergency transportation needs.
• Ensure transportation services operate in accordance with company policies and regulatory requirements.
• Promote a strong safety culture and ensure all transportation operations comply with applicable federal, state, and company regulations.
• Conduct regular vehicle inspections, safety audits, and operational reviews.
• Investigate incidents, accidents, and service disruptions while implementing corrective actions as necessary.
• Ensure team members maintain required certifications, licenses, and training records.
• Monitor weather and road conditions and adjust operations as needed to maintain guest and employee safety.
• Assist in overseeing the maintenance, cleanliness, and readiness of transportation vehicles.
• Coordinate preventative maintenance schedules with fleet maintenance teams.
• Monitor vehicle utilization and report maintenance concerns, damage, or operational issues.
• Ensure operational equipment and transportation facilities are clean, organized, and properly maintained.
• Deliver exceptional guest service by ensuring transportation services are punctual, professional, and guest-focused.
• Respond to guest feedback and resolve concerns in a timely and professional manner.
• Support resort-wide initiatives designed to enhance the overall guest experience.
• Serve as a department representative and point of contact during operational events and high-volume periods.
• Assist with payroll review, scheduling, attendance tracking, and labor management.
• Maintain accurate operational records, reports, and compliance documentation.
• Analyze operational metrics and identify opportunities for service improvements and cost efficiencies.
• Support budget management and departmental planning initiatives.
• Perform other duties as assigned.

Benefits

• Free passes for employees
• Employee discounted lift tickets for friends and family
• Free ski lessons
• 40% retail discounts
• 401(k) Retirement Plan
• Employee Assistance Program
• Excellent training and professional development
• Referral Program
• Health Insurance
• Medical Insurance
• Dental Insurance
• Vision Insurance plans (for eligible seasonal employees after working 500 hours)
• Free ski passes for dependents
• Critical Illness and Accident plans