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Remote Shipping Manager Jobs in Illinois (NOW HIRING)

Remote Customer Service Specialist

Chicago, IL · On-site +1

$17.50 - $23.25/hr

Help customers with orders, shipping questions, product details, and troubleshooting * Track and ... Keep accurate records of customer interactions using CRM * Proactively follow up on customer needs ...

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Remote Shipping Manager information

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Infographic showing various Remote Shipping Manager job openings in Illinois as of August 2026, with employment types broken down into 82% Full Time, 17% Part Time, and 1% Contract. Highlights an 79% Physical, 3% Hybrid, and 18% Remote job distribution.

Independent Freight Broker Agent

Chicago, IL • On-site, Remote

Full-time

Medical, PTO

Re-posted 21 days ago


Job description

Are you tired of your parent brokerage micro-managing your day, locking you out of accounts due to arbitrary internal "territory conflicts," or nickel-and-diming your commissions with hidden software fees?
4Leaf Services is a brand-new, agile freight brokerage looking for elite, self-sufficient Independent Agents. Because we are new, our customer house list is completely wide open. If you have been forced to walk away from lucrative direct shippers because another agent at your current house "claimed" them first, you can bring them here and run them without internal competition.
We do not look over your shoulder. We do not play games. We provide the authority, the bond, customer required cargo and liability insurance, the back-office support, and software so you can run your business, your way.
You will operate as a true "cradle-to-grave" operator for your own business:
  • Maintain and grow your existing relationships with direct shippers.
  • Manage the complete load lifecycle: pricing, booking, tracking, carrier negotiation, dispatch, customer service, and digital paperwork upload.

Requirements
Active Book of Business: Must have at least one active, direct shipper customer ready to move freight on day one.
Proven Track Record: At least 6 months of verifiable 1099 Independent Freight Agent experience, OR 2+ years of combined W-2 freight brokerage sales (with transferable accounts) and carrier dispatch experience.
Fully Experienced: Zero training is provided. You must know how to price, book, track, and close out loads autonomously.
Home Office Infrastructure: Must own a reliable computer, a dedicated phone line, and high-speed internet access.
Location: Must legally reside and operate within the United States.
Benefits
Business & Financial Advantages (1099 Freedom)
As a 1099 contractor, you don't receive standard W-2 benefits like health insurance or PTO. Instead, we maximize your independence and revenue:
  • No Tech Fees: Zero chargebacks for TMS, load boards, or back-office.
  • 100% Remote Flexibility: Work whenever, wherever, and however you want.
  • Unlimited Earnings: No caps, tiers, or corporate salary limits on your book.
  • Open CRM Territory: Zero internal account competition. First come, first served.