Delivery Supervisor

Johnson Brothers; Orlando (FL); On-site; USD 55,000 - 75,000; Full time

Job summary

Johnson Brothers, a leading family-owned distributor of wine, spirits, and beer, is seeking a Delivery Supervisor to lead the daily delivery operations. This role oversees CDL and Non CDL drivers, ensuring safe, timely distribution and adherence to DOT regulations, company policies, and customer service standards.

Responsibilities include coaching drivers, optimizing routes, managing scheduling, overseeing maintenance, and driving continuous improvement across the delivery fleet while

Qualifications

• 5+ years of transportation experience.
• CDL license preferred.
• Experience managing a company-owned fleet and maintenance programs.
• Working knowledge of fleet maintenance best practices and regulatory requirements.
• Strong leadership, communication, and conflict resolution skills.
• Ability to analyze operational and financial performance data.

Responsibilities

• Lead and supervise a team of CDL and Non CDL delivery drivers.
• Ensure compliance with DOT, FMCSA, OSHA, ELD, and Hours of Service regulations.

Skills

Leadership

Communication

Conflict resolution

Data analysis

Microsoft Office

Job description

Looking for a rewarding career? Johnson Brothers is a leading family-owned distributor of wine, spirits, and beer, delivering exceptional service since 1953. We proudly represent the world’s top beverage brands and are committed to excellence, innovation, and growth. Johnson Brothers offers exciting opportunities in a variety of areas. Join our passionate team and help shape the future of the beverage industry!

Job Description:

This position has primary responsibility for coordinating delivery operations including routing, delivering and backhauling activities.

Job Description

The Delivery Supervisor is responsible for leading the daily operations of the delivery department to ensure safe, timely, and cost-effective distribution of products to customers. This role provides direct leadership to CDL and Non CDL delivery drivers and while ensuring compliance with DOT regulations, company policies, and customer service standards. The supervisor drives operational performance through coaching, route optimization, safety leadership, and continuous improvement initiatives.

Job Duties:

• Lead and supervise a team of CDL and Non CDL delivery drivers
• Ensure compliance with DOT, FMCSA, OSHA, ELD, and Hours of Service regulations.
• Conduct driver coaching, ride-alongs, performance reviews, and corrective action plans.
• Analyze routing efficiency and identify opportunities to reduce miles, labor, and transportation costs.
• Oversee the external maintenance providers of the company-owned delivery fleet to ensure vehicles are safe, compliant, and available to meet operational demands.
• Manage labor scheduling, overtime, and staffing levels to meet operational demands.
• Ensure vehicle inspections, equipment utilization, and maintenance issues are addressed.
• Investigate accidents, injuries, and customer service incidents while implementing corrective actions
• Lead pre-shift meetings emphasizing safety, customer service, and operational priorities.
• Review transportation KPIs including:

Leadership Responsibilities

• Recruit, train, onboard, and develop the delivery team.
• Build a culture focused on safety, accountability, and continuous improvement.
• Coach employees to achieve individual and team performance goals.
• Foster collaboration across office, operations, warehouse, and sales teams.
• Recognize employee achievements while addressing performance issues promptly.

Qualifications

• 5+ Years of transportation experience
• CDL License preferred
• Experience managing a company-owned commercial fleet, including preventive maintenance programs, vehicle repairs, regulatory compliance, and asset utilization.
• Working knowledge of fleet maintenance best practices, commercial vehicle systems, and DOT inspection and maintenance requirements.
• Strong leadership, communication, and conflict resolution skills
• Ability to analyze operational and financial performance data
• Proficient with Microsoft Office

Worker Sub-Type:

Regular

Time Type:

Full time