Freight Operations Lead – Agent & Carrier Support

Jobtome; Oak Lawn (IL); On-site; USD 45,000 - 55,000; Full time

Job summary

Challenger Motor Freight is seeking an Agent Operations Specialist to support day-to-day operations for independent freight agents in Chicago, IL. You will handle order entry, track and trace, and customer/carrier communications in a on-site office environment.

The role requires 3 years in freight brokerage with truckload and drayage, strong TMS and Excel skills, and a proactive, detail-focused mindset. Competitive compensation and incentives accompany a permanent, full-time position.

Qualifications

• 3 years’ prior work experience in a freight brokerage with truckload and drayage operations.
• Knowledge of port and rail drayage processes and related charges.
• Proficient using TMS and Excel/Google Sheets for data and reporting.

Responsibilities

• Enter and update loads in TMW and confirm pickup/delivery details.
• Provide proactive carrier/customer updates and resolve service issues.
• Source capacity via load boards and maintain carrier relationships.
• Ensure documentation is complete and billing readiness is maintained.
• Use internal systems to track shipments and generate reports.
• Cover Agent Support and Carrier Setup when needed.

Skills

Freight brokerage

Truckload operations

Drayage operations

TMS

Excel/Sheets

Tools

TMS

Job description

Challenger Motor Freight is seeking an Agent Operations Specialist to support day-to-day operations for independent freight agents in Chicago, IL. You will handle order entry, track and trace, and customer/carrier communications in a on-site office environment.

The role requires 3 years in freight brokerage with truckload and drayage, strong TMS and Excel skills, and a proactive, detail-focused mindset. Competitive compensation and incentives accompany a permanent, full-time position.