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

We are looking for a highly motivated Transportation Sales Executive to help build Spotter's 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 get Spotter's 600-truck fleet into new freight opportunities.

You will work closely with our sales, operations, and pricing teams to identify qualified opportunities and turn them into lanes, bids, pilots, and recurring freight.

Initial Market Focus

This hire will initially focus on local work around Joliet, IL and long-haul freight leaving the Joliet, IL area.

What You'll Do

• Research and identify potential direct shippers with relevant freight volume.

• Build and maintain a pipeline of prospective shippers in the Joliet market.

• Reach out to transportation, logistics, and procurement contacts.

• Identify upcoming RFPs, mini-bids, pilots, and truckload opportunities.

• Help prospective shippers complete carrier onboarding and qualification processes.

• Introduce Spotter's 600-truck capacity to qualified freight opportunities.

• Follow up consistently with prospects and move opportunities toward a concrete next step.

• Work with operations and pricing to determine which lanes Spotter can service and price.

• Maintain accurate pipeline and account information in our CRM.

• Help develop direct-shipper relationships that can grow into recurring freight.

What We're Looking For

• Previous experience in freight sales, transportation, logistics, brokerage, 3PL, or a related field is a plus.

• Strong communication and prospecting skills.

• Comfortable with outbound calls, email outreach, and LinkedIn prospecting.

• Understanding of FTL / truckload transportation is a plus.

• Ability to identify and qualify potential freight opportunities.

• Strong follow-up and organization skills.

• Comfortable using CRM systems and transportation technology.

• Self-motivated and comfortable working in a fast-paced environment.

• Willingness to learn direct-shipper sales and freight procurement.

Experience with shipper RFPs, carrier onboarding, TMS platforms, digital freight platforms, or transportation procurement is a plus.

What Success Looks Like

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.

You will be measured primarily on qualified opportunities and tangible pipeline progress, rather than simply the number of calls or emails completed.

Why Spotter

Spotter operates a 600-truck asset base, giving you the opportunity to sell real transportation capacity and develop direct relationships with shippers.

You'll have the opportunity to learn enterprise freight procurement, direct-shipper sales, and contract truckload, while growing into larger strategic accounts as you demonstrate results.