Drayage Operations Manager - Commercial Focus

S4L Partners
Schaumburg, IL
Salary: $70,000 – $90,000 base + commission (DOE)
Job Type: Full-Time | On Site

Role Overview
Our client is launching a brand-new drayage division, and they’re looking for an experienced leader to build it from the ground up. This is a high-impact, ownership-driven role where you’ll have full autonomy to design the service offering, establish operational infrastructure, and scale a team as volume grows. You’ll initially operate cradle-to-grave while laying the foundation for a high-performing department that integrates seamlessly with the broader brokerage.

Key Responsibilities
Build & Launch the Division
  • Define the drayage service offering, pricing structure, workflows, and SOPs.
  • Establish scalable operational processes for port coordination, carrier management, compliance, and customer communication.
  • Create strategic growth plans tied to volume, profitability, and personnel needs.
Operations & Execution
  • Manage day-to-day drayage operations including port operations, steamship line communication, chassis logistics, scheduling, and shipment execution.
  • Work cradle-to-grave in early stages while developing future team structure.
  • Track and report KPIs including revenue, margin, performance, and customer Ensure compliance with all port, safety, and regulatory requirements.
Commercial Leadership
  • Grow business through existing customer relationships and new opportunities.
  • Develop strategic partnerships with ports, carriers, and key stakeholders.
  • Negotiate rates and agreements while maintaining strong customer retention.
Team Development
  • Recruit, hire, and lead a high-performing drayage team as the division expands.
  • Provide coaching, performance management, and continuous improvement leadership.
  • Foster a culture of accountability, collaboration, and high service standards.
Qualifications
  • Minimum 5 years of drayage and brokerage experience, including operational and commercial responsibility.
  • Deep knowledge of port operations, container drayage workflows, steamship lines, and chassis management.
  • Demonstrated success in launching or scaling a service line or team.
  • Strong sales acumen with the ability to win, retain, and grow business.
  • Entrepreneurial, self-directed, and comfortable building from scratch.
  • Excellent communication and relationship-building skills.
  • Proficiency with TMS systems (McLeod preferred) and Microsoft Office Suite.
Compensation & Benefits
  • Base salary: $70,000 – $90,000 DOE + bonus/commission potential
  • Full-time schedule
  • 401(k)
  • Dental insurance
  • Health insurance
  • Paid time off
  • Vision insurance
Posted 2026-01-27

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