Pricing Analyst – Drayage & Intermodal Freight
Chicago, IL (Hybrid)Full-TimeSalary 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.
