Transportation Supervisor - Oak Creek, WI

Fresh & Ready FoodsWork Schedule (Days & Times): 4am - 12pm, Sunday through Thursday.Growth. Opportunity. Excellence.Fresh & Ready Foods is a member of Canteen. Canteen sets the national standard for excellence in automated retail, and EVERY segment of our business is thriving. We employ the best team in the industry and their dedication, collaboration and passion fuel our growth. YOU bring enthusiasm, customer service, and commitment; we'll supply the opportunity and innovation. TOGETHER we'll continue transforming the micro-market, dining, coffee, and vending industry.Come grow with us. We are Canteen.Job SummarySummaryThe Transportation Supervisor provides daily leadership to delivery drivers and logistics staff, ensuring safe, efficient, and accurate transportation operations. This role bridges strategic direction from the Manager with on‐the‐ground execution, supporting service quality, productivity, and DOT‐compliant operations across the fleet. The Supervisor ensures routes run smoothly, equipment is maintained, and drivers receive clear guidance and support.Core ResponsibilitiesTransportation & Operational LeadershipOversee daily routing, dispatching, and driver assignments to ensure on‐time, accurate deliveries.Monitor route performance and adjust staffing or routes to meet operational demands.Support real‐time problem solving, including route delays, equipment issues, or customer needs.Ensure compliance with company policies, DOT regulations, and transportation safety standards.Step in to drive routes when coverage or operational needs require it.Driver Supervision & CoachingLead, motivate, and support drivers through clear expectations, daily check‐ins, and consistent follow‐up.Train new drivers on delivery processes, vehicle operation, DOT compliance, and customer service.Provide coaching, counseling, and corrective action as needed, documenting concerns and partnering with the Manager on follow‐up.Assist in evaluating driver performance and identifying development and training opportunities.Safety & ComplianceServe as first‐line safety leader, ensuring all drivers follow safety policies and DOT requirements.Conduct pre‐shift safety briefings, vehicle inspections, and compliance checks.Report incidents, near misses, and hazards immediately; support incident reviews and root‐cause investigations.Maintain accurate records for DOT logs, DVIRs, and safety documentation.Service Quality & ProductivityMonitor delivery quality, accuracy, and customer satisfaction indicators.Track route performance metrics (on‐time delivery, miles, stops, service failures) and escalate concerns.Support continuous improvement efforts, implementing new processes or tools introduced by the Manager.Communication & CoordinationAct as the on‐shift point of contact for drivers, dispatch, warehouse teams, and customer service.Communicate Manager‐level updates, priorities, and policy changes to staff clearly and consistently.Provide timely feedback to the Manager about route performance, operational bottlenecks, and staffing needs.QualificationsHigh school diploma or equivalent; logistics or transportation‐related training preferred.Prior logistics or transportation lead/supervisory experience strongly preferred.Strong communication, problem‐solving, and organizational skills.Ability to make real‐time decisions in a fast‐paced, service‐driven environment.Working knowledge of DOT regulations, routing tools, telematics systems, or fleet operations.Working ConditionsFast‐paced transportation environment with frequent driver interaction.Requires standing, walking, and time spent in warehouse, yard, or vehicle areas.May involve exposure to weather, noise, moving vehicles, and operational hazards.Apply to Canteen today!Canteen is a member of Compass Group USAClick here to Learn More about the Compass StorySchedule: 4am - until 12:00pm, Sunday through Thursday.Associates at Canteen are offered many fantastic benefits.MedicalDentalVisionLife Insurance/ ADDisability InsuranceRetirement PlanPaid Time OffHoliday Time Off (varies by site/state)Associate Shopping ProgramHealth and Wellness ProgramsDiscount MarketplaceIdentity Theft ProtectionPet InsuranceCommuter BenefitsEmployee Assistance ProgramFlexible Spending Accounts (FSAs)Paid Parental LeavePersonal LeaveAssociates may also be eligible for paid and/or unpaid time off benefits in accordance with applicable federal, state, and local laws. For positions in Washington State, Maryland, or to be performed Remotely, click here or copy/paste the link below for paid time off benefits information.https://www.compass-usa.com/wp-content/uploads/2023/08/2023_WageTransparency_Canteen.pdfCompass Group is an equal opportunity employer. At Compass, we are committed to treating all Applicants and Associates fairly based on their abilities, achievements, and experience without regard to race, national origin, sex, age, disability, veteran status, sexual orientation, gender identity, or any other classification protected by law. We will consider for employment all qualified applicants, including those with a criminal history (including relevant driving history), in a manner consistent with all applicable federal, state, and local laws, including the City of Los Angeles' Fair Chance Initiative for Hiring Ordinance, the San Francisco Fair Chance Ordinance, and the New York Fair Chance Act.Certain positions may require Florida Level 2 background screening. Details: https://info.flclearinghouse.com/Applications are accepted on an ongoing basis.Canteen maintains a drug-free workplace.Req ID:1511141Fresh & Ready FoodsISAAC Warren SMITH