Transportation Sales Executive – FTL / Direct Shipper | Remote or Joliet IL

About This Opportunity

We are representing a confidential trucking organization with significant fleet capacity in the Midwest. Our talent team is searching for a Transportation Sales Executive to develop their direct-shipper freight pipeline. This is a hands-on sales role focused on identifying freight opportunities, connecting with shippers and logistics decision-makers, and helping secure new freight lanes and contracts.

You will work closely with sales, operations, and pricing teams to identify qualified opportunities and convert them into lanes, bids, pilots, and recurring freight relationships. The initial market focus will be on the Joliet, IL area and long-haul freight originating from that region.

This position can be performed remotely or based in Joliet, IL.

Responsibilities

• Research and identify potential direct shippers with relevant freight volume in target markets
• Build and maintain a pipeline of prospective shippers, particularly in the Joliet region
• Reach out to transportation, logistics, and procurement contacts through multiple channels
• Identify upcoming RFPs, mini-bids, pilots, and truckload opportunities
• Guide prospective shippers through carrier onboarding and qualification processes
• Present our client's fleet capacity to qualified freight opportunities
• Follow up consistently with prospects and advance opportunities toward concrete next steps
• Collaborate with operations and pricing to determine serviceable lanes and competitive pricing
• Maintain accurate pipeline and account information in CRM systems
• Develop direct-shipper relationships that evolve into recurring freight partnerships

What We're Looking For

• Previous experience in freight sales, transportation, logistics, brokerage, 3PL, or related field (preferred)
• Strong communication and prospecting abilities
• Comfortable with outbound calls, email outreach, and LinkedIn prospecting
• Understanding of FTL/truckload transportation (preferred)
• Ability to identify and qualify potential freight opportunities
• Excellent follow-up and organizational skills
• Experience using CRM systems and transportation technology
• Self-motivated and comfortable in fast-paced environments
• Willingness to learn direct-shipper sales and freight procurement processes
• Experience with shipper RFPs, carrier onboarding, TMS platforms, digital freight platforms, or transportation procurement is a plus

Success in this role means consistently building a qualified pipeline of direct-shipper opportunities and moving prospects toward carrier onboarding, RFPs, bids, pilots, and awarded lanes. Performance will be measured on qualified opportunities and tangible pipeline progress.

How We Work With You

Candidates apply directly through Get A Job.ai. Our recruiting team will conduct an initial screening to understand your background and career goals. Qualified candidates will then be submitted to our client for consideration. Please do not attempt to contact the client directly, as all communication should flow through our team to ensure a smooth process.

Pay

Compensation details will be discussed during the screening process based on experience and qualifications.

Equal Opportunity: Get A Job.ai is committed to inclusive hiring practices and welcomes applications from all qualified candidates regardless of race, color, religion, sex, national origin, age, disability, or any other protected characteristic.