Transportation Routing Analyst Jobs in Milwaukee, WI

The Assistant Shuttle Manager supports the Site Operations Manager in the daily oversight of shuttle and parking operations at a high-visibility location for a nationwide transportation and parking management company. This role ensures smooth operational flow by assisting with staff supervision, training, scheduling, safety compliance, equipment upkeep, and customer service. The Assistant Shuttle Manager helps maintain operational standards, supports record-keeping and reporting, and serves as an on-site leadership presence to ensure exceptional service for veterans, visitors, and facility personnel. This position requires adaptability, strong communication skills, and the ability to support multiple operational functions simultaneously.

Essential Duties

• Support the Site Operations Manager in recruiting, selecting, training, and orienting new employees.

• Reinforce a safe, secure, and compliant work environment by monitoring adherence to company policies, safety procedures, and regulatory requirements.

• Assist in communicating job expectations and monitoring staff performance, including coaching, counseling, and participating in corrective action processes when necessary.

• Contribute to building staff schedules, adjusting coverage, and helping maintain labor within budget requirements.

• Assist with maintaining quality service standards, responding to customer concerns, and identifying opportunities for service improvement.

• Support administrative tasks-including logs, incident reports, attendance records, and shift documentation.

• Partner with the manager to ensure equipment is maintained, secured, stocked, and operational.

• Communicate daily with the manager, leads, and team members to maintain operational consistency.

• Coordinate with the Contract Manager on reporting requirements, performance expectations, and escalation of operational issues.

• Assist with onboarding and ongoing training for shuttle drivers and parking staff.

• Serve as acting manager when designated or when the Site Operations Manager is unavailable.

Operational Responsibilities

• Assist in daily supervision of shuttle and parking operations.

• Support the organization and reconciliation of operational records, logs, and documentation.

• Help oversee customer service, safety, property upkeep, and claims-related documentation.

• Provide guidance and work direction to support personnel and attendants.

• Assist in coordinating special events or temporary operational changes.

• Support the preparation of daily and weekly volume, ridership, and operational reports.

• Utilize office equipment, computers, fleet management tools, and scheduling systems.

• Undertake special projects or operational assignments as designated by the manager.

• Ensure consistent adherence to Parking Veterans' quality, customer service, and operational standards.

• Perform other duties as assigned.

Transportation-Specific Responsibilities

• Maintain accurate ridership and passenger logs.

• Assist in managing preventive maintenance schedules and vehicle readiness.

• Utilize fleet management software and hardware for reporting, tracking, and compliance.

• Provide safe and courteous transportation as needed, including driving in varied conditions.

• Follow designated routes and schedules while adhering to traffic regulations.

• Complete all trip documentation and inspection reports.

• Assist passengers during boarding and exiting procedures.

• Properly operate and secure wheelchairs with company-approved restraint systems.

• Conduct pre- and post-trip vehicle inspections and report defects or safety concerns.

• Assist with fueling and checking vehicle fluids.

• Provide route, schedule, and trip information to passengers.

• Professionally communicate and assist diverse populations, including individuals with physical or mental disabilities.

• High school diploma or GED required.

• Preferably at least 1 year of supervisory or lead experience in shuttle, transportation, or parking operations.

• Associate degree or higher is a plus.

• Basic understanding of property maintenance and operational upkeep.

• Ability to work flexible shifts, including early mornings, nights, weekends, and holidays.

• Ability to operate vehicles, including manual transmission (if required by the site).

• Demonstrated leadership skills and the ability to direct and support staff.

• Strong mathematical and analytical abilities.

• Familiarity with record-keeping procedures and operational documentation.

• Knowledge of parking or transportation laws, regulations, and local ordinances is preferred.

• Some understanding of personnel policies, procedures, and timekeeping systems.

• Proficiency in computers, calculators, and common business software applications.

• Ability to maintain accurate records and prepare reports and correspondence.

• Strong written and verbal communication skills.

• Exercise initiative, sound judgment, and discretion in varying operational conditions.

• Ability to maintain positive working relationships with the public, veterans, medical personnel, and staff.

Performance Management Project Management Coaching Supervision Quality Management Results Driven Scheduling Developing Standards Teamwork Conflict Resolution Handles Pressure Provides Effective Feedback

Transportation-Specific Requirements

• Must possess a valid CDL with Passenger (P) endorsement.

• Must have experience or formal training in ADA passenger assistance, including wheelchair securement.

Work Environment & Physical Demands

• Schedules may vary according to operational needs.

• Must be able to move throughout the work site, including walking long distances.

• Prolonged periods of standing and walking required.

• Must be able to safely work in heavy traffic areas.

• Must be able to work in both hot and cold climates.

• Visual acuity needed to inspect vehicles, equipment, and logs.

• Must be able to lift up to 50 lbs. as needed.

AAP/EEO Statement: In compliance with federal law, Parking Veterans does not discriminate against individuals on the basis of their race, sex, sexual orientation, gender identity, religion, color, national or ethnic origin, age, disability, military service, covered veterans status, or genetic information. Disclaimer: This job description is not designed to cover or contain a comprehensive listing of activities, duties or responsibilities that are required. Duties, responsibilities and activities may change, or new ones may be assigned at any time with or without notice.