Sales Manager — Drayage Transportation
Chicago
Friday, 17 April 2026
Sales Execution & Pipeline Development - Develop and execute a territory sales plan targeting shippers, importers/exporters, freight brokers, and BC - Os - 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 Customer Relationship Management - 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 Market & Industry Engagement - 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 Cross-Functional Collaboration - 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 Sales Operations & Reporting - 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 Qualifications - 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) Preferred Experience - Existing relationships with shippers, freight brokers, or BC - Os - Experience in port or intermodal environments - Background in high-growth or technology-enabled logistics companies Why Join Cargomatic? We offer competitive compensation and a comprehensive benefits package, including: - Medical, Dental, and Vision insurance - 401(k) with company match - Flexible Spending Accounts (FSA) - Company-paid Life and Disability insurance - Generous Paid Time Off and company holidays - Paid Parental Leave - Employee Assistance Program (EAP) - Equity participation in a high-growth company - Career growth opportunities in a rapidly scaling organization - Collaborative, high-impact team environment Cargomatic is proud to be an Equal Opportunity Employer. We are committed to creating a diverse and inclusive workplace where all employees feel valued and empowered to succeed. Apply for this job - indicates a required field. Autofill with My. Greenhouse. First Name - Last Name - Preferred First Name. Email - Phone. Country.remix-css-b 62 m 3 t-container{position:relative;box-sizing:border-box;.remix-css-7 pg 0 cj-a 11 y. 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Backed by leading investors and trusted by some of the world’s largest brands, we are building a smarter supply chain. data-start=\"718\" data-end=\"923\". At Cargomatic, we value ownership, accountability, collaboration, and continuous improvement. If you thrive in a fast-paced, high-growth environment and enjoy driving revenue growth, we’d love to meet you. data-start=\"925\" data-end=\"1234\"strong data-start=\"925\" data-end=\"945\". Position Summarybr data-start=\"945\" data-end=\"948\". 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. data-start=\"1236\" data-end=\"1439\". 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Customer Relationship Managementbr data-start=\"1910\" data-end=\"1913\" - Build and maintain strong, long-term relationships with customers and logistics partnersbr data-start=\"2003\" data-end=\"2006\" - Identify customer needs and position solutions that align with service capabilitiesbr data-start=\"2091\" data-end=\"2094\" - Negotiate rates, contracts, and service agreements in alignment with company pricing strategybr data-start=\"2189\" data-end=\"2192\" - Ensure a high level of customer satisfaction and retention data-start=\"2256\" data-end=\"2570\". Market 0026 amp; Industry Engagementbr data-start=\"2284\" data-end=\"2287\" - Stay informed on port conditions, capacity constraints, pricing trends, and competitive dynamicsbr data-start=\"2385\" data-end=\"2388\" - Develop relationships within the logistics ecosystem, including brokers and supply chain partnersbr data-start=\"2487\" data-end=\"2490\" - Represent the company at industry events, conferences, and customer meetings data-start=\"2572\" data-end=\"2841\". 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Qualificationsbr data-start=\"3090\" data-end=\"3093\" - 3–6 years of sales experience in drayage, intermodal, trucking, or freight logisticsbr data-start=\"3179\" data-end=\"3182\" - Proven track record of meeting or exceeding revenue targetsbr data-start=\"3243\" data-end=\"3246\" - Strong understanding of freight, supply chain, or transportation marketsbr data-start=\"3320\" data-end=\"3323\" - Experience managing full sales cycle from prospecting through closebr data-start=\"3392\" data-end=\"3395\" - Excellent communication, negotiation, and relationship-building skillsbr data-start=\"3467\" data-end=\"3470\" - Self-motivated, organized, and comfortable working independentlybr data-start=\"3536\" data-end=\"3539\" - Proficiency with CRM systems (Salesforce or similar) data-start=\"3597\" data-end=\"3812\"strong data-start=\"3597\" data-end=\"3621\". Preferred Experiencebr data-start=\"3621\" data-end=\"3624\" - Existing relationships with shippers, freight brokers, or BC - Osbr data-start=\"3688\" data-end=\"3691\" - Experience in port or intermodal environmentsbr data-start=\"3738\" data-end=\"3741\" - Background in high-growth or technology-enabled logistics companies data-start=\"3814\" data-end=\"4355\"strong data-start=\"3814\" data-end=\"3838\". Why Join Cargomatic?br data-start=\"3838\" data-end=\"3841\". 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