Chicago Branch - Driver Supervisor

Location: Carol Stream, IL

About the role

We are seeking a dependable, organized, and motivated Driver Supervisor to lead our transportation team. This position is responsible for supporting daily delivery operations, supervising drivers, coordinating schedules, and ensuring routes are completed safely, efficiently, and on time. This is an excellent opportunity for someone with leadership experience in transportation, logistics, distribution, or fleet operations who enjoys working in a fast-paced environment and leading by example.

The ideal candidate is a hands-on leader who can motivate a team, communicate effectively, and remain calm under pressure. We're looking for someone who takes ownership of their work, values safety, and is committed to delivering exceptional service every day.

Responsibilities

• Supervise and support a team of delivery drivers during daily operations.
• Coordinate driver schedules, route assignments, and coverage.
• Monitor on-time performance and address operational issues as they arise.
• Communicate with drivers throughout the day to provide support and resolve concerns.
• Promote and enforce company safety policies and DOT regulations.
• Assist with driver coaching, training, and performance management.
• Conduct pre-shift meetings and communicate daily operational priorities.
• Collaborate with warehouse and office staff to ensure efficient delivery operations.
• Maintain accurate records, reports, and operational documentation.
• Help create solutions to improve productivity, customer service, and overall efficiency.

Requirements

• Previous supervisory, dispatch, scheduling, or transportation leadership experience preferred.
• Experience in logistics, distribution, fleet, or delivery operations preferred.
• CDL is preferred but not required.
• Strong organizational and problem-solving skills.
• Excellent communication and leadership abilities.
• Ability to multitask and adapt in a fast-paced environment.
• Basic computer skills, including Microsoft Office and email.
• Knowledge of DOT regulations is a plus.

Pay

$29.00 - $34.00 per hour (based on experience)

Schedule

• Monday - Friday
• 6:00 AM start time
• Regular overtime is expected based on business needs

Benefits

• Comprehensive medical, dental, and vision insurance
• Life & accident insurance
• Pet Insurance
• 401(k) with company matching
• 19 days of paid time off
• Company holidays
• Wellness program and EAP assistance
• Opportunities for growth and advancement within the organization

Most benefits require employee contribution. Pre-employment drug testing is required.