VP of Freight Sales – FTL / Truckload | Remote or Joliet IL

About this role

We are looking for a modern, highly proactive enterprise freight sales leader to build our direct-shipper contract pipeline from the ground up. This is not a traditional freight sales role focused on maintaining an existing book of business. Your mission is to get Spotter's 600-truck fleet in front of high-volume enterprise shippers and into their RFPs, mini-bids, pilots, and contract freight programs. You will identify high-value shippers, reach transportation procurement and logistics decision-makers, navigate carrier onboarding and qualification processes, and turn those relationships into real freight opportunities.

Initial Market Focus This role will initially focus on local work around Joliet, IL and long-haul freight originating from the Joliet area. What You'll Own Identify and map enterprise shippers with meaningful freight volume in the Joliet market. Build relationships with transportation procurement, logistics, and supply chain decision-makers. Identify upcoming RFPs, mini-bids, pilots, and contract truckload opportunities .

Get Spotter through shipper and enterprise-broker carrier onboarding and qualification processes . Position our 600-truck asset base for high-volume freight opportunities. Build a qualified pipeline with clear next steps, stakeholders, timelines, and freight volume. Work with operations and pricing to turn opportunities into actionable lanes and awards. Develop direct-shipper relationships that can grow into recurring contract freight.

30-Day Trial Targets This position begins with a 30-day trial period with clear, measurable expectations. By Day 30: 40 Joliet-area enterprise shippers fully mapped 10 conversations with transportation procurement / logistics decision-makers 6 qualified direct-shipper opportunities with a concrete next step 3 new vendor onboarding / provider qualification processes initiated 3 shippers agreeing to include Spotter in an upcoming RFP, mini-bid, or pilot 2 live direct-shipper RFP / mini-bid / pilot opportunities received 200+ lanes of actual Joliet-origin/local freight opportunities Spotter can price 1 pilot or lane award $10M+ annualized direct-shipper freight represented by accessible Joliet-area opportunities These are outcome-based targets , not activity quotas.