Pricing Analyst – Drayage & Intermodal Freight

Cargomatic; Chicago (IL); On-site; USD 65,000 - 85,000; Full time

Benefits offered by this job

Medical, dental, and vision coverage

Company-paid life insurance

Flexible spending accounts

Job summary

Cargomatic is looking for a Pricing Analyst in Chicago, Illinois to develop competitive pricing for drayage and intermodal freight opportunities. This individual contributor role supports the bid process and ensures pricing reflects real market conditions, ensuring collaboration with Sales and Operations.

The ideal candidate has experience in pricing within transportation or logistics, strong analytical skills, and proficiency in Excel. The position offers comprehensive benefits including medical, dental, and vision coverage.

Qualifications

• Experience in pricing, bid management, or analytics within transportation or logistics.
• Strong analytical skills and comfort working with data and pricing models.
• Excellent organization, communication, and time-management skills.

Responsibilities

• Develop pricing for drayage and intermodal freight using market data.
• Prepare and review pricing for bids, RFQs, and RFPs.
• Work closely with Sales, Operations, and Finance to validate pricing assumptions.

Skills

Analytical skills

Excel proficiency

Organization

Communication skills

Time management skills

Tools

Salesforce or CRM

Job description

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

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

• 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.