Senior Account Executive – Freight Brokerage
Location: Chicago, IL
Compensation: $65,000–$75,000 Base + Commission up to 35%
Position Overview
Our client, a growing freight brokerage, is seeking an experienced Senior Account Executive to develop and grow a profitable book of business.
This is a hunter-focused sales role for an experienced freight sales professional with an existing or previously established customer base. The ideal candidate has a track record of winning new shipper business, developing long-term customer relationships, and selling transportation solutions based on service and value rather than competing solely on price.
The position offers significant commission upside, operational support, and the ability to pursue customers nationwide without territory restrictions.
Responsibilities
Prospect, develop, and close new shipper business.
Transfer, reestablish, and expand existing customer relationships where applicable.
Own the full sales cycle from prospecting and qualification through quoting, onboarding, and account growth.
Develop relationships with transportation, logistics, supply chain, and procurement decision-makers.
Identify customer transportation challenges and provide customized freight solutions.
Quote and negotiate profitable freight while maintaining strong customer relationships.
Maintain consistent prospecting activity and a healthy sales pipeline.
Conduct virtual and in-person meetings with prospective customers.
Collaborate with carrier sales, account management, and operations teams to provide reliable service.
Grow accounts through strong execution, communication, and relationship development.
Qualifications
2–7+ years of freight brokerage, transportation, or 3PL sales experience.
Proven history of developing new shipper business.
Current or previous book of business and established shipper relationships.
Demonstrated ability to generate profitable freight and protect margins.
Strong prospecting, negotiation, and closing skills.
Experience selling directly to transportation and supply chain decision-makers.
Ability to manage the complete sales process independently.
Strong sense of urgency and responsiveness to customers and prospects.
Transportation Experience
Candidates should have experience selling or managing freight across multiple transportation modes. Experience may include:
Full Truckload (FTL)
Dry Van
Refrigerated
Flatbed
Less-than-Truckload (LTL)
Partial Truckload
Expedited / Sprinter Van
Box Truck
Specialized transportation solutions
Ideal Candidate
The ideal candidate is a proven freight salesperson who enjoys building new business and growing a book of accounts.
They understand how to compete on service, reliability, communication, and problem-solving rather than simply offering the lowest rate. They are comfortable prospecting senior-level decision-makers, discussing a shipper's transportation challenges, and converting those conversations into profitable, repeat business.
This opportunity is best suited for someone who wants a performance-driven environment with substantial earning potential and the infrastructure to support continued growth.
Compensation & Benefits
$65,000–$75,000 base salary
Commission opportunities up to 35%
Performance-based stock option opportunities
Comprehensive healthcare benefits
Unlimited paid vacation
Carrier sales and account management support
24/7 after-hours operational support
Technology supporting shipment tracking and automated customer updates
No geographic territory restrictions
Ability to develop a diverse customer portfolio
Why Consider This Opportunity?
This position offers experienced freight sales professionals the opportunity to build their book with the support of an established brokerage platform while maintaining significant earning upside.
You'll have access to carrier sales, account management, after-hours support, technology, and a broad carrier network—allowing you to focus on what you do best: winning new shipper business and growing profitable customer relationships.