Delivery Supervisor

Johnson Brothers Liquor Company; Orlando (FL); On-site; USD 60,000 - 85,000; Full time

Job summary

Johnson Brothers Liquor Company in Orlando, FL is seeking a Delivery Supervisor to coordinate daily delivery operations, route optimization, and driver performance. You will lead CDL and Non CDL drivers while ensuring safety, DOT compliance, and cost-effective distribution to customers.

The role focuses on coaching, scheduling, vehicle maintenance oversight, and driving KPIs to improve on-time delivery, accuracy, and efficiency across the fleet.

Qualifications

• 5+ years of transportation experience.
• Experience leading CDL and non-CDL delivery teams.
• Strong communication and conflict resolution skills.
• Knowledge of DOT, FMCSA, OSHA regulations.
• Ability to analyze routing and operating data.

Responsibilities

• Lead and supervise a team of CDL and non-CDL delivery drivers.
• Ensure DOT, FMCSA, OSHA, ELD, and Hours of Service compliance.
• Coach drivers, conduct ride-alongs, and performance reviews.
• Analyze routing to reduce miles, labor and costs.
• Oversee maintenance providers for the company fleet.
• Manage scheduling, overtime, and staffing levels.
• Review KPIs: on-time delivery, accuracy, DVIR, DOT compliance, etc.

Skills

Leadership

Team supervision

Communication

Conflict resolution

Microsoft Office

Data analysis

Education

CDL License

Tools

Microsoft Office

Fleet maintenance software

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. 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:
  • On‑time delivery PM Compliance
  • Delivery accuracy
  • DVIR Compliance
  • DOT compliance
  • Accident frequency
  • Driver productivity
  • Cost per stop
  • Cases per mile
  • Route efficiency

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

Johnson Brothers is an equal opportunity employer, committed to fair treatment and hiring based on qualifications. We prohibit discrimination based on race, color, religion, gender identity, sexual orientation, age, disability, military status, or any other protected status under applicable laws.

Worker Sub-Type: Regular Time Type: Full time

Johnson Brothers is a third‑generation, family‑owned wine, beer, and spirits distributor founded in 1953 by Lynn Johnson in Saint Paul, Minnesota. Guided by its founding values of work ethic, teamwork, excellence, innovation, passion, and integrity, the company partners with top‑tier suppliers to deliver a world‑class portfolio and exceptional service to customers across 25 states. The company was recognized by Newsweek as one of America’s Most Trustworthy Companies for three consecutive years (2023–2025).

Learn more at johnsonbrothers.com | LinkedIn | Instagram.