Delivery Operations Coverage Supervisor / Leadership Trainee

Job Description

Job Description

What You Will Do
• Provide coverage across Delivery Operations when managers, supervisors, dispatchers, or support roles are off, unavailable, or focused on higher-priority needs.
• Support AM and PM dispatch functions, including route setup, paperwork, phones, printers, driver materials, equipment readiness, and daily route adjustments.
• Assist drivers throughout the day with route issues, account concerns, closures, delays, breakdowns, accidents, injuries, phone/printer problems, and other delivery-related needs.
• Monitor route progress, identify delayed routes, and escalate service, safety, staffing, equipment, or customer concerns early.
• Support delivery reporting and follow-up, including logs, stem reports, pushed stop/load emails, missed stop follow-up, Jotform submissions, and dispatch records.
• Assist with compliance and administrative tasks such as LYTX follow-up, driver coaching documentation, Fleetworthy records, parking ticket research, affidavits, EZ Pass/traffic violations, and related records.
• Support manpower planning, daily assignments, route reviews, time-off calendar updates, timesheet review, payroll corrections, onboarding, meetings, and special projects.
• Train on Brooklyn shipping/routing support, including route sequencing, shipping reports, order review, delivery instructions, off-day reports, and service time updates.
• Provide Saturday dispatch or other schedule coverage when assigned.

What We Are Looking For
• 2+ years of delivery, dispatch, transportation, logistics, warehouse, beverage distribution, or operations experience preferred.
• Prior lead, supervisor, trainer, dispatcher, or operations support experience preferred.
• Willingness to learn multiple delivery functions and provide coverage wherever needed.
• Flexibility to work early mornings, afternoons, weekends, holidays, peak-season schedules, Saturday dispatch, and occasional Brooklyn coverage.
• Strong communication skills and the ability to work professionally with drivers, helpers, managers, sales, customer service, safety, garage, warehouse, vendors, and other departments.
• Strong organization, follow-through, urgency, attention to detail, and ability to manage multiple priorities in a fast-paced delivery environment.
• Comfort using systems, reports, spreadsheets, email, dashboards, and delivery-related platforms.
• Ability to follow company policies, safety requirements, union contract guidelines, and management direction.

Success Looks Like
• Delivery leadership can rely on you to step in, stabilize the operation, and keep work moving when coverage is needed.
• Dispatch, routing, driver support, compliance follow-up, and reporting continue smoothly during absences or workload spikes.
• Drivers and staff receive clear communication, timely follow-up, and consistent support.
• Route issues, missed stops, equipment problems, accidents, injuries, and service concerns are documented and escalated properly.
• You become trained across multiple Delivery Operations functions and help reduce dependency on any one individual.
• You demonstrate the judgment, flexibility, accountability, urgency, and leadership maturity needed for advancement.

Why Join Us?
We run lean, move fast, and set high standards. This role is ideal for someone who wants broad exposure to Delivery Operations, real responsibility, and a path toward advancement. If you are dependable, flexible, organized, and ready to grow, this position offers the opportunity to learn multiple areas of the department and build a strong leadership career.