Demo

Freight Sales Executive

FleetPro Leasing, Inc.
Naperville, IL Full Time | Contractor
POSTED ON 10/14/2026
AVAILABLE BEFORE 2/10/2027

Overview

Location: Naperville, IL
Commute availability: 100% On-Site | Monday–Friday (schedule yet to be confirmed)
Experience: 1–3 years in Freight Brokerage, 3PL, Carrier Sales, or Transportation Sales

Build Your Portfolio. Own Your Growth.
Are you a freight sales professional who knows how to pick up the phone, open new accounts, and turn cold prospects into profitable relationships?
We’re building a new, high-velocity freight brokerage operation in Naperville, Illinois, and we’re looking for driven sales professionals who want a true opportunity to build a client portfolio from the ground up.
This is not a role where you inherit a territory and wait for leads.
You hunt. You build. You grow. You earn.

What You'll Do

  • Make 80–110 outbound sales contacts per day through cold-calls and other prospecting channels.
  • Identify and pursue new shippers, customers, lanes, and spot-market opportunities.
  • Build and manage a consistent sales pipeline from prospecting through close.
  • Develop long-term relationships with shippers and transportation decision-makers.
  • Negotiate rates and build profitable freight opportunities.
  • Collaborate with operations and carrier teams to ensure our white-glove service execution.
  • Continuously expand your customer portfolio and monthly Gross Profit.
  • Work toward developing a $45,000 monthly Gross Profit book.
  • Track activity, pipeline development, revenue, and customer growth.

What We're Looking For

  • 1–3 years of direct freight brokerage, carrier sales, 3PL, or transportation sales experience.
  • Experience in a high-volume, phone-driven sales environment.
  • Proven ability to prospect and generate business rather than relying exclusively on inbound leads.
  • Strong negotiation and communication skills.
  • Competitive, persistent, and comfortable hearing “no.”
  • Ability to manage multiple opportunities and prioritize effectively.
  • Strong understanding of freight, transportation, lanes, rates, and customer needs.
  • A genuine desire to build a career in freight brokerage.

Why Naperville?
If you're currently commuting into downtown Chicago or spending hours every week on Metra or I-290, this opportunity gives you the chance to build a serious freight-sales career closer to home in Naperville.
Spend less time commuting and more time building your career.
Our goal is to create a high-performance sales environment where talented brokers can focus on what matters most:

  • Winning business and making money.
  • Your Competitive Advantage
  • You won't be selling capacity without operational backing.

Our team has direct, priority access to a sister company's network of 3,000 expedite sprinter vans, a coast-to-coast 53ft fleet, and an elite vetted partner carrier base, giving our sales professionals access to real asset capacity that can help support customer opportunities.
You're not simply selling space on a load board. You're selling transportation solutions backed by real capacity. A True Ground-Floor Opportunity

This branch is being built from the ground up.
That means:

  • No legacy book limiting your growth.
  • No unnecessary layers of corporate bureaucracy.
  • Direct access to leadership.
  • A new customer portfolio you can build yourself.
  • The opportunity to help establish the culture and sales standards of the branch.
  • A high-energy environment designed for people who want to compete and grow.

Compensation

  • Starting base at $50,000–$60,000 annually, depending on experience.
  • The compensation structure is designed around a monthly recoverable draw. As your monthly Gross Profit split exceeds your base draw, you begin earning additional uncapped commission - top performers are expected to exceed $80,000 per year.
  • The Reset; we know freight markets can be cyclical. We understand that. If your monthly commission production doesn't cover your draw during a difficult month, the deficit resets to $0 at the beginning of the next month. You don't carry an accumulating lifetime balance to the company.

Who Thrives Here?

This opportunity is built for someone who:

  • Enjoys the hunt.
  • Wants their income to reflect their production.
  • Wants to build something rather than inherit something.
  • Wants direct visibility with leadership.
  • Is looking for a long-term career in freight sales.

If you're looking for a genuine sales challenge, competitive earnings, and long-term career development within a growing organization, we want to hear from you.

Pay: $50,000.00 - $60,000.00 per year

Benefits:

  • Dental insurance
  • Health insurance
  • Paid time off
  • Vision insurance

Work Location: In person

Salary : $50,000 - $60,000

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