Pricing Analyst – Drayage & Intermodal Freight
Cargomatic
Chicago, IL
Pricing Analyst – Drayage & Intermodal Freight
Chicago, IL (Hybrid)
Full-Time
Salary Range: $75,000 – $100,000
About Cargomatic
Cargomatic is revolutionizing the transportation industry. Founded in 2013, we power local freight through the first and largest digital marketplace for local trucking. Our AI-enabled platform uses real-time data to match shippers with available drivers, creating flexible, on-demand capacity while improving efficiency across the supply chain.
We've been recognized as a Built In Best Places to Work, reflecting our people-first culture and commitment to employee growth, collaboration, and impact.
About the Role
We're looking for a Pricing Analyst to support our commercial organization by developing accurate, competitive, and operationally sound pricing for drayage and intermodal freight opportunities. This role plays a critical part in our bid and RFP process, ensuring pricing reflects real market conditions, internal cost structures, and the operational realities of port- and rail-centric freight.
This is an individual contributor role designed for someone with hands-on experience pricing drayage and/or intermodal logistics, where rates are influenced by terminal constraints, equipment availability, appointment-based workflows, and short-haul network dynamics.
What You'll Do
Pricing & Market Analysis
Develop pricing for drayage and intermodal freight using market data, lane performance, and historical trends
Incorporate port operations, terminal constraints, chassis availability, dwell time, and appointment requirements into pricing assumptions
Utilize internal cost models and industry tools to price short-haul and port-centric lanes accurately
Evaluate margin impact and ensure pricing aligns with profitability and network strategy
Monitor market dynamics, congestion patterns, capacity shifts, and competitor pricing
Bid & RFP Support
Prepare and review pricing for bids, RFQs, and RFPs with a focus on intermodal and containerized freight
Ensure pricing submissions meet customer requirements, service expectations, and deadlines
Partner with Sales, Operations, and other stakeholders to deliver accurate, executable proposals
Analyze win/loss results and provide recommendations to improve competitiveness and bid strategy
Cross-Functional Collaboration
Work closely with Sales, Operations, Capacity, and Finance to validate pricing assumptions
Help determine which freight opportunities align best with our drayage network and operational capabilities
Support internal teams with pricing insights, scenario analysis, and recommendations
Documentation & Process Improvement
Maintain pricing documentation, templates, and bid records
Support continuous improvement of pricing tools, processes, and cost models as the business scales
What We're Looking For
Required Qualifications
Experience in pricing, bid management, or analytics within transportation or logistics, with direct exposure to drayage, intermodal, or port-centric freight
Strong analytical skills and comfort working with data and pricing models
Proficiency in Excel (modeling, analysis, scenario evaluation)
Excellent organization, communication, and time-management skills
Ability to operate effectively in a fast-paced, deadline-driven environment
Preferred Qualifications
Hands-on experience pricing drayage and/or intermodal containerized freight
Familiarity with port operations, terminals, chassis providers, and appointment-based workflows
Exposure to RFP/RFQ processes
Salesforce or CRM experience
Experience with freight market tools and rate benchmarking
Benefits & Perks
Cargomatic offers a competitive benefits package designed to support your health, financial security, and overall well-being.
Medical, dental, and vision coverage with multiple plan options, including HSA-eligible plans
Company-paid life insurance and short- and long-term disability coverage
Flexible spending accounts and dependent care savings options
Employee Assistance Program with confidential counseling, legal, and financial resources
Wellness programs and benefit advocacy support
Equal Opportunity Employer
Cargomatic is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.