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Remote Oversize Load Jobs in Chicago, IL (NOW HIRING)

Journey

Director of LTL Sales

Chicago, IL · Remote

$100K - $130K/yr

... IL or Remote with some travel expectations Pertaining to: Freight Brokerage, Freight Services ... Oversized Loads, Special Permit Hauling, Liquid Bulk Transport, Dry Bulk Transport, Business ...

All JobsOversize Load JobsRemote Oversize Load JobsRemote Oversize Load Jobs in Chicago, IL

Remote Oversize Load information

See Chicago, IL salary details

$17

$22

$24

How much do remote oversize load jobs pay per hour?

As of Aug 10, 2026, the average hourly pay for remote oversize load in Chicago, IL is $22.15, according to ZipRecruiter salary data. Most workers in this role earn between $18.56 and $23.51 per hour, depending on experience, location, and employer.

What is the difference between Remote Oversize Load vs Remote Truck Driver?

AspectRemote Oversize LoadRemote Truck Driver
CredentialsCommercial Driver's License (CDL), specialized permitsCDL required, possibly additional endorsements
Work EnvironmentTransporting oversized loads across regions, often with escort vehiclesDriving various trucks, delivering goods over long distances
Industry UsageLogistics, freight, transportation companiesFreight carriers, logistics firms, trucking companies

Remote Oversize Load and Remote Truck Driver both require CDL licenses and involve transportation work. However, Remote Oversize Load focuses on hauling oversized or overweight loads, often requiring special permits and escort vehicles, while Remote Truck Drivers typically handle standard freight deliveries. Both roles are integral to the logistics industry but differ in load types and specific operational requirements.

What skills and qualifications are needed to work as a remote oversize load escort driver?

To thrive as a Remote Oversize Load Escort Driver, you need a valid driver’s license, a strong understanding of road safety regulations, and completion of any required state escort certifications. Familiarity with GPS navigation systems, two-way radios, and route planning software is essential. Excellent communication, situational awareness, and problem-solving skills help you coordinate effectively with truck drivers and law enforcement. These abilities ensure the safe, compliant, and efficient transport of oversized loads on public roads.

What challenges do remote oversize load coordinators face, and how can they be managed?

Remote oversize load coordinators often face challenges such as navigating complex permitting requirements across different jurisdictions, coordinating with multiple stakeholders (drivers, dispatchers, law enforcement, and clients), and managing changing road or weather conditions. Effective communication skills and strong organizational abilities are essential to keep all parties informed and ensure compliance with safety regulations. Leveraging specialized logistics software and staying updated on regulatory changes can help streamline operations and reduce delays.

What is a remote oversize load?

Remote oversize load jobs involve coordinating, supervising, or piloting the transportation of large or heavy cargo that exceeds standard legal size or weight limits, all while working from a remote location. These roles may include logistics planning, route permitting, compliance management, or remote guidance for drivers and escorts. Professionals in this field use technology and communication tools to ensure safe and compliant movement of oversize loads without being physically present on site. It's a specialized area within the transportation and logistics industry that requires knowledge of regulations and routing for heavy haul shipments.
What are the most commonly searched types of Oversize Load jobs in Chicago, IL? The most popular types of Oversize Load jobs in Chicago, IL are:
What are popular job titles related to Remote Oversize Load jobs in Chicago, IL? For Remote Oversize Load jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Oversize Load jobs in Chicago, IL look for? The top searched job categories for Remote Oversize Load jobs in Chicago, IL are:
Remote Oversize Load jobs near you

Director of LTL Sales

Journey

Chicago, IL • Remote

$100K - $130K/yr

Full-time

Posted 10 days ago

Job description

We are actively recruiting for a growing 3pl brokerage client seeking a Director of LTL Sales.

Responsibilities

  • People leadership: Coach a team of inside sales executives day to day, give real-time feedback, and set clear performance expectations. Every action ties back to the company's core values and operating standards.
  • Client relationships: Apply sales techniques that match the company's value proposition and service commitment. Build, run, and execute sales plans, strategies, and performance indicators. Use data to drive sustainable growth. Lead contract negotiations and support customer bid packages and RFPs.
  • Client management: Own the quarterly business review process to track progress against sales targets and revenue goals. Keep sales activity, customer interactions, and performance metrics current in company platforms.
  • Communication: Keep dialogue open across teams so ideas move freely and people are heard. Adjust your management style to the person and the situation, with transparency as the baseline.

Skills and Behaviors

  • Deductive reasoning and analytical thinking; identifies problems, gathers input, weighs alternatives, follows through
  • Adjusts quickly to new conditions, priorities, or challenges
  • Strong negotiation, persuasion, resilience, and presentation skills
  • Well-developed interpersonal skills with a customer-first focus
  • Strong project management and attention to detail; hits deadlines and performance targets
  • Excellent verbal and written comprehension

Education and Experience

  • 3+ years of management experience
  • 7+ years of non-asset-based logistics Customer Sales and LTL Sales experience
  • Experience building and executing a sales plan
  • Working knowledge of Microsoft Office, CRM, TMS, and Power BI
  • Flatbed and/or specialized freight experience, preferred
  • Cross-border Mexico and Canada customs knowledge, preferred

Compensation Range: $100,000-$130,000 Base + Variable Comp

Chicago, IL or Remote with some travel expectations

Pertaining to: Freight Brokerage, Freight Services, Freight Coordination, Cargo Delivery, Transport Logistics, Logistics Management, Transportation Services, Brokerage for Transportation, Trucking Industry, Trucking Brokerage Services, Full Truckload Brokerage, Supply Chain Management, Supply Chain Solutions, Third-Party Logistics (3PL), External Logistics, Shipping Services, Non-Asset-Based Logistics, Independent Freight Brokerage, Over-the-Road (OTR) Transport, Tanker Freight, Bulk Freight, Heavy Hauling, Hopper Freight, Specialized Freight, Oversized Loads, Special Permit Hauling, Liquid Bulk Transport, Dry Bulk Transport, Business Development Strategies, Networking Outreach, Cold Outreach, Revenue Expansion, Rate Negotiation, Customer Relations, Request for Proposal (RFP), Request for Quote (RFQ), Growth Strategies, Enterprise Solutions, Customer Relationship Management (CRM), Prospecting, Client Acquisition, Relationship Management, Self-Sufficient Contributor, Collaborative Team Member, Independent Worker, and Individual Performer.