Assistant Manager: Transportation (Non CDL) - Hourly

Vail Resorts•Keystone, FL

4d•Onsite

About The Position

The Transportation Department is seeking an experienced, people-focused leader to serve as Assistant Manager of Transportation. This role is responsible for developing frontline leaders, supporting operational readiness, and ensuring administrative, staffing, and compliance functions are executed at a high level. The Assistant Manager acts as a key resource for Team Leads and Lead Drivers, balancing people leadership, cross-department coordination, and administrative ownership to deliver safe, reliable, and guest-focused transportation services.

Requirements

Minimum 21 years of age.
Valid U.S. Driver’s License with a satisfactory driving record.
Valid CDL Class B with Passenger endorsement held for at least 2 years, or minimum 2 years of applicable team lead/supervisory experience.
Ability to pass post-offer background check, pre-employment, and random drug testing.
Experience leading teams or managing operations in any setting; capable of coaching, performance management, and building strong team culture.
Strong communication, organizational, and interpersonal skills; able to lead shift briefings and maintain positive relationships with staff and stakeholders.
Proficient in Microsoft Office; able to create schedules, report, and track data.
Familiarity with DOT pre- and post-trip inspection procedures; capable of ensuring DOT compliance across team.
Experienced Operational Leader: experienced in dispatching, operational decision-making, and managing service standards under pressure.
Demonstrated ability to build cross-department relationships and support broader resort goals.
Proven commitment to safety, guest service, and alignment with company values

Responsibilities

Owns day-to-day departmental leadership in partnership with the Base Experience Manager; supports staffing strategy, coverage planning, and continuity of operations across all shifts; sets clear expectations and reinforces accountability at all leadership levels.
Directly manages Team Leads and/or Lead Drivers; drives coaching, feedback, and performance management; supports leadership development and succession planning; ensures consistent application of standards, policies, and corrective action.
Provides high-level operational oversight; serves as escalation point for service disruptions, designing training program, and staffing challenges; ensures alignment with safety standards, service expectations, and company values.
Owns schedule making, timekeeping oversight, reporting, compliance documentation, and departmental trackers; ensures accuracy, timeliness, and audit readiness; informs budgeting, forecasting, and operational reporting needs.
Acts as a problem-solving resource for frontline leaders; removes barriers to execution by aligning staffing, equipment, training, and information; prioritizes work based on operational impact and risk.
Builds and maintains strong working relationships with internal partners including Vehicle Maintenance, Mountain Dispatch, Parking, Ski & Ride School, Conference Sales, and Base Area Operations; ensures transportation services align with broader resort needs.
Ensures DOT, CDL, CMV, and company safety program compliance; supports audits, investigations, and corrective actions; reinforces a proactive safety culture across the department.
Models and reinforces company values: Be Safe; Do Good; Do Right; Drive Value; Have Fun; Serve Others; Be Inclusive.
Actively supports resort specific goals and objectives. Utilizes strong relationship building and operational ownership to support other departments.
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