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

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. Success in this role is measured by creating real enterprise freight opportunities and moving them toward bids, pilots, and awarded lanes.

What We're Looking For

• Experience in

enterprise freight sales, transportation procurement, contract truckload, brokerage, 3PL, or strategic accounts

• Strong understanding of how enterprise transportation procurement works
• Proven ability to reach senior logistics and procurement decision-makers
• Experience with shipper RFPs, mini-bids, carrier onboarding, or contract freight
• Ability to build a pipeline from scratch rather than rely on an inherited book of business
• Strong commercial judgment and ability to qualify opportunities based on actual freight volume and fit
• Comfortable working with data, transportation technology, CRM systems, and digital freight platforms
• Highly proactive, self-directed, and comfortable being measured by outcomes

Why Spotter

Spotter operates a

600-truck asset base

, giving you the capacity and operational foundation to pursue meaningful enterprise freight opportunities.

Your role is to connect that capacity with the right shippers, procurement teams, and contract freight programs — and turn those opportunities into

lanes, pilots, and long-term strategic accounts.

Originally posted on

Himalayas