Sales Manager — Drayage Transportation

Cargomatic•Chicago, IL

1d•$150,000

About The Position

The Sales Manager is responsible for driving revenue growth by developing new business and expanding relationships with existing customers. This role owns the full sales cycle—from prospecting through close—while also contributing to overall go-to-market execution and market expansion. This is a high-impact, customer-facing role suited for a motivated sales professional with experience in freight, logistics, or transportation who thrives in a fast-paced, performance-driven environment.

Requirements

3–6 years of sales experience in drayage, intermodal, trucking, or freight logistics
Proven track record of meeting or exceeding revenue targets
Strong understanding of freight, supply chain, or transportation markets
Experience managing full sales cycle from prospecting through close
Excellent communication, negotiation, and relationship-building skills
Self-motivated, organized, and comfortable working independently
Proficiency with CRM systems (Salesforce or similar)

Nice To Haves

Existing relationships with shippers, freight brokers, or BCOs
Experience in port or intermodal environments
Background in high-growth or technology-enabled logistics companies

Responsibilities

Develop and execute a territory sales plan targeting shippers, importers/exporters, freight brokers, and BCOs
Build and manage a robust pipeline of drayage and intermodal transportation opportunities
Own full-cycle sales execution, including prospecting, qualification, negotiation, and closing
Consistently meet or exceed revenue and activity targets
Build and maintain strong, long-term relationships with customers and logistics partners
Identify customer needs and position solutions that align with service capabilities
Negotiate rates, contracts, and service agreements in alignment with company pricing strategy
Ensure a high level of customer satisfaction and retention
Stay informed on port conditions, capacity constraints, pricing trends, and competitive dynamics
Develop relationships within the logistics ecosystem, including brokers and supply chain partners
Represent the company at industry events, conferences, and customer meetings
Partner closely with operations to ensure service commitments are met
Collaborate with internal teams to resolve issues and improve customer experience
Provide market feedback to inform pricing, product, and service strategy
Maintain accurate pipeline and activity tracking in CRM systems
Report on sales performance, forecasts, and key metrics
Identify opportunities to improve sales processes and efficiency