09/16/2026
Outbound Freight Sales Representative
About the job
About the role: Line Transportation is building out our sales department and looking for a driven, self-motivated Freight Sales Representative to be the face of it. This is a hybrid hunter and relationship role — you'll open new accounts through outbound prospecting, and you'll also manage and grow those relationships over time. Our operations team still handles load ex*****on and day-to-day dispatching, but you'll stay connected to the accounts you bring in to keep the relationship strong.
What a normal day looks like Consistent daily cold calling and outbound prospecting into new accounts
Following up on leads and building relationships with decision-makers
Negotiating rates and closing new business Maintaining and growing relationships with the accounts you bring in over time
Logging activity and quotes consistently Coordinating with our operations team on load ex*****on for your accounts
What we're looking for: 2-3+ years of freight sales / outbound experience preferred — we want someone who can hit the ground running with minimal ramp-up. Experience in freight brokering / freight sales (prior outbound sales experience required)Comfortable using data and activity metrics (calls, quotes, conversion) to manage and improve your own pipeline.
A true hunter mentality, paired with the relationship skills to retain and grow accounts long-term. Strong negotiation and communication skills.
Based in or near the Naperville area — this is an in-office position, not remote or hybrid
ScheduleMonday–Friday, 8AM–5PM, in-person
Compensation & benefitsBase salary $60,000–$75,000 depending on experience.Uncapped commission on every load you bring in — top performers significantly exceed base pay. Paid training,Health insurance, Paid time off (40 hours/1 week per year)
