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Senior Drayage Sales Executive

Remote / Online - Candidates ideally in
Chicago, Cook County, Illinois, 60290, USA
Listing for: Freight Management, Inc (FMI)
Remote/Work from Home position
Listed on 2026-06-13
Job specializations:
  • Sales
    Business Development
Salary/Wage Range or Industry Benchmark: 80000 - 100000 USD Yearly USD 80000.00 100000.00 YEAR
Job Description & How to Apply Below

Overview

Freight Management, Inc. (FMI) is a family-owned, veteran-operated logistics provider based in Itasca, IL with over 40 years of experience in ocean container transportation and drayage.

We specialize in ocean container drayage, helping importers, exporters, beneficial cargo owners, freight forwarders, and NVOCCs move containers efficiently between U.S. ports, rail ramps, and inland customer facilities across the United States.

Role

We are looking for an experienced drayage / intermodal sales professional who understands the import/export ecosystem and can develop new business with companies moving international freight.

This role is focused purely on building and growing drayage accounts
.

What You’ll Do
  • Develop new business with importers, exporters, BCOs, freight forwarders, and NVOCCs
  • Identify companies moving containers through U.S. ports and rail ramps
  • Sell FMI’s drayage brokerage solutions for import and export container moves
  • Build long-term relationships with customers moving international freight
  • Work closely with our experienced drayage operations team to ensure successful execution
  • Grow a portfolio of drayage accounts across major port and inland rail markets
What We’re Looking For
  • 2+ years of drayage, intermodal, or container logistics sales experience
  • Strong understanding of import/export shipping and container transportation
  • Experience selling to BCOs, freight forwarders, or NVOCCs
  • Proven ability to develop new business and close freight opportunities
  • Existing industry relationships are a strong plus
Why Join FMI
  • Established Drayage Platform - Over 40 years in container transportation with strong carrier and port relationships.
  • Industry-Focused Sales - This role is focused specifically on drayage and container logistics
    , not general truckload brokerage.
  • Strong Operations Support - Dedicated operations teams handle execution so you can focus on selling and growing accounts.
  • Proprietary Technology - Our My Freight Manager TMS and Draydex® platform help streamline quoting and shipment management.
  • Competitive Compensation - Base salary plus uncapped commission (20% of gross margin minus draw).
  • Office located in the Hamilton Lakes business park in Itasca
  • In-office Monday–Thursday,
    work from home Fridays
  • Class A office environment with restaurants, walking paths, and amenities
  • Uncapped Bonus Earnings (20% of gross margin minus draw)
  • No Bonus Decay - Accounts always earn the same year-in year-out
  • Health, dental, and life insurance
  • 401(k) with company match
About Freight Management

Freight Management, Inc. is a privately held logistics company specializing in drayage and truckload freight brokerage
. We work with importers, exporters, and global logistics providers across the U.S. to move international & domestic freight efficiently and reliably.

This position is ideal for someone who understands the container shipping ecosystem and wants to grow drayage business with a company that has deep operational expertise in the space.

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Position Requirements
10+ Years work experience
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