Delivery Supervisor Jobs in Kentucky (NOW HIRING)

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!

Built on our corporate values of teamwork and work ethic, Johnson Brothers of Nebraska has grown to become the largest distributor of wine and craft beer in the state of Nebraska. Operating since 2006, the organization boasts a first‑class portfolio that features many of the industry’s finest wine, spirits, and beer brands. Additionally, Johnson Brothers is the only statewide distributor to provide delivery to customers across the Cornhusker state.

The Delivery Supervisor is a hands‑on leader responsible for coordinating all delivery operations, including collaboration on routing, driver performance, and fleet readiness. This role manages a team of drivers, ensuring safety, compliance, and exceptional customer service while fostering collaboration across departments. The Delivery Supervisor works closely with routing, warehouse, and sales teams to resolve issues quickly and maintain efficient delivery schedules. This position requires someone who leads by example, develops talent, and drives operational excellence across all delivery functions.

• Competitive salary
• Medical, dental, and vision insurance
• Life insurance & disability coverage
• 401(k) with employer match
• Paid time off & paid parental leave
• Career growth opportunities within a leading beverage distributor

• Hire, train, and manage delivery drivers, ensuring engagement and accountability.
• Hold weekly team meetings to communicate updates and priorities.
• Manage onboarding and ensure completion of all training tasks.
• Support retention through positive engagement and development.
• Perform ride‑alongs and work‑withs to coach and support drivers.
• Ensure completion of all required training and certifications.

• Monitor daily routes and provide feedback to routing for optimization.
• Ensure adherence to planned routes and timely communication with drivers.
• Collaborate with warehouse and sales teams to resolve loading and delivery issues.
• Interface with customers to resolve discrepancies and maintain strong relationships.

• Ensure DVIR completion and compliance with JJ Keller documentation.
• Track and address safety concerns, including harsh driving and speeding.
• Promote adherence to company safety standards and DOT regulations.

• Oversee preventive maintenance schedules and communicate truck status.
• Inspect vehicles for cleanliness, proper signage, and operational safety.
• Identify and address performance issues such as excessive idling.

• 3+ years of experience in delivery operations or transportation supervision.
• Strong knowledge of DOT regulations and safety compliance.
• Familiarity with routing software (RoadNet preferred) and GPS tracking systems.
• Computer proficiency with Microsoft Suite; AS400 experience preferred.
• Excellent leadership, communication, and problem‑solving skills.
• Ability to work flexible hours to support delivery schedules.

The Delivery Supervisor ensures that products reach customers safely, on time, and in excellent condition. By leading a high‑performing team and maintaining fleet readiness, this role directly impacts customer satisfaction and operational success.

• Develop Teams: Build and support a high‑performing delivery team through hiring, training, coaching, and career development.
• Deliver Results: Take ownership of delivery performance, ensuring accuracy, timeliness, and customer satisfaction across all routes.
• Communicate Clearly: Provide clear, concise, and timely communication to drivers, dispatch, and cross‑functional partners.
• Adapt to Change: Respond effectively to changing schedules, customer needs, and operational challenges.
• Collaborate: Build strong partnerships with internal teams and external customers, promoting teamwork and mutual respect.

Worker Sub-Type: Regular Time Type: Full time

Johnson Brothers is a single-family owned wine, beer, and spirits distributor, led by Michael and Todd Johnson. Founded in 1953 by their father, Lynn Johnson, the company has grown into one of the largest wholesale distribution companies in the United States, operating across 20 states. Johnson Brothers partners with top‑tier suppliers to deliver a world‑class portfolio and exceptional customer service. The company remains rooted in its founding values of integrity, innovation, and excellence. For the third year in a row, Newsweek has named Johnson Brothers one of America’s Most Trustworthy Companies for 2025. Learn more at johnsonbrothers.com | LinkedIn | Instagram.