Here’s a polished, nationwide Greenhouse-ready posting using your sales template and aligned to the HR posting structure:

Sales Manager, Small & Medium Business (SMB)
Location: United States (Remote)
Reports To: Director of Sales
Employment Type: Full-Time
Compensation: $150,000 base salary + 20% target bonus + equity (5,000 options, subject to board approval)

About Cargomatic
Cargomatic is transforming the local trucking industry with cutting-edge technology that connects shippers and carriers in real time. Our mission is to bring transparency, efficiency, and reliability to local freight logistics. Backed by leading investors and trusted by some of the world’s largest brands, we are building a smarter, more efficient supply chain.

At Cargomatic, we value ownership, accountability, collaboration, and continuous improvement. If you thrive in a fast-paced, high-growth environment and enjoy building scalable revenue engines, we’d love to meet you.

Position Summary
The Sales Manager, SMB is responsible for driving revenue growth across a high-velocity segment of small and mid-sized customers. This role will lead, coach, and develop a team of Account Executives while also contributing directly to pipeline development and key deals.

This is a hands-on leadership role requiring a balance of strategic thinking and tactical execution. The ideal candidate has a strong background in freight, logistics, or transportation sales and thrives in a performance-driven environment.

Key Responsibilities
Sales Leadership & Team Development
· Hire, onboard, and develop a team of SMB Account Executives
· Set clear performance expectations and manage team to quota attainment
· Coach reps on pipeline generation, deal strategy, and closing techniques
· Foster a high-performance, accountable, and collaborative sales culture

Pipeline Development & Revenue Execution
· Own team pipeline health, forecasting accuracy, and revenue performance
· Drive outbound and inbound sales strategies to generate new business
· Partner with marketing to optimize lead flow and conversion rates
· Support strategic deals and remove blockers to accelerate close cycles

Customer & Market Engagement
· Build and maintain relationships with shippers, freight brokers, and logistics partners
· Develop a deep understanding of customer needs across SMB segments
· Stay informed on market trends, pricing dynamics, and competitive landscape
· Represent Cargomatic at industry events and customer meetings

Cross-Functional Collaboration
· Partner closely with operations to ensure service delivery and customer satisfaction
· Align with pricing and finance teams on deal structure and profitability
· Collaborate with leadership on go-to-market strategy and sales process improvements

Operational Excellence & Reporting
· Track and report on key sales metrics including pipeline, conversion rates, and revenue
· Ensure CRM accuracy and disciplined sales processes across the team
· Identify opportunities to improve sales efficiency, tooling, and workflows

Qualifications
· 5+ years of sales experience in freight, logistics, trucking, or supply chain
· 2+ years of experience leading or mentoring sales teams preferred
· Proven track record of meeting or exceeding revenue targets
· Strong understanding of SMB sales motion and high-velocity sales cycles
· Experience managing pipeline, forecasting, and CRM systems (Salesforce preferred)
· Excellent communication, negotiation, and relationship-building skills
· Ability to operate in a fast-paced, growth-oriented environment
· Highly organized, data-driven, and results-oriented

Preferred Experience
· Experience in drayage, intermodal, or local trucking markets
· Existing relationships with shippers, brokers, or logistics providers
· Background in scaling SMB or mid-market sales teams
· Experience in a technology-enabled logistics platform

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.

Sales Manager
Location: United States
Reports To: Director of Sales
Employment Type: Full-Time
Compensation: $150,000 base salary + bonus potential

About Cargomatic
Cargomatic is transforming the local trucking industry with cutting-edge technology that connects shippers and carriers in real time. Our mission is to bring transparency, efficiency, and reliability to local freight logistics. Backed by leading investors and trusted by some of the world’s largest brands, we are building a smarter supply chain.

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.

Position Summary
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.

Key Responsibilities
Sales Execution & Pipeline Development
· 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

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 BCOs
· 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.

Senior Sales Executive / Freight Forwarder Growth

Freight Forwarder Growth (New Logo + Existing Account Expansion)
Location: Chicago, IL
Reports To: Mike Anderson
Compensation: Total on-target earnings of up to $185,000 annually (base salary plus bonus potential)

About ITG Trans

ITG Trans, powered by Cargomatic, is a fast-growing logistics and transportation provider delivering reliable, flexible freight solutions nationwide. We partner with freight forwarders across multi-branch networks to provide scalable, high-performance transportation solutions.

As we enter our next phase of growth, we are investing in top-tier sales talent to accelerate new customer acquisition and expand share-of-wallet within our existing freight forwarder portfolio.

The Opportunity

We are seeking a high-performing sales leader who thrives in a hunter + farmer role. This position is responsible for winning new freight forwarder accounts while aggressively expanding volume and profitability within existing forwarder relationships. You will drive branch-by-branch adoption across forwarder networks and own the full sales lifecycle — from prospecting and pipeline creation through onboarding and account expansion — partnering closely with operations and customer support to ensure long-term success.

What You’ll Do

New Account Development (Hunting)

• Prospect, qualify, and close new freight forwarder accounts aligned to our ideal customer profile

• Build and manage a strong outbound pipeline via calls, email, networking, and referrals

• Conduct consultative discovery to understand operational needs and buying processes

• Develop proposals, pricing strategies, and service plans that drive profitable growth

• Own the sales process from first contact through first shipment stabilization

Existing Customer Expansion (Growth Focus)

• Drive volume and gross profit growth within current freight forwarder accounts

• Map forwarder organizations and identify additional branch decision-makers

• Onboard additional branches and expand adoption across forwarder networks

• Expand share-of-wallet by adding lanes, services, and repeat shipment programs

• Lead structured account growth plans with clear targets and next steps

• Coordinate internally to remove obstacles and accelerate expansion

Sales Execution & Collaboration

• Partner with operations and customer teams to ensure seamless onboarding

• Maintain clear communication during implementation and issue resolution

• Manage pipeline, forecasting, and account planning within CRM

• Stay informed on market trends, competitive positioning, and customer needs

What Success Looks Like

• Measurable growth in volume and gross profit across existing forwarder accounts

• Consistent onboarding of new branches within current customers

• Increased share-of-wallet through additional lanes and services

• Closed-won new forwarder accounts that become active shippers

• Accurate forecasting and a healthy, well-managed pipeline

What You Bring

• 5+ years of B2B sales experience in logistics, transportation, or supply chain

• Proven success in outbound prospecting and closing new business

• Experience selling into freight forwarders or building forwarder relationships

• Demonstrated ability to expand wallet-share within existing accounts

• Strong discovery, presentation, and negotiation skills

• Experience managing multi-stakeholder deals

• CRM proficiency and disciplined pipeline management

• Comfortable operating in a performance-driven environment

Preferred

• Existing relationships in the freight forwarder ecosystem

• Experience selling freight forwarding or LTL solutions

• Experience with mid-market and enterprise accounts

• Familiarity with structured sales methodologies (MEDDICC, SPICED, Challenger, etc.)

Benefits & Perks

At Cargomatic, we believe great people do their best work when they’re supported — professionally and personally. We offer a competitive benefits package designed to promote health, flexibility, and long-term growth, including:

• Competitive base salary + performance-based incentive compensation

• Medical, dental, and vision insurance with multiple plan options

• 401(k) retirement plan with company match

• Generous paid time off (PTO), including holidays

• Remote-friendly work environment with flexibility for field-based roles

• Career growth opportunities within a fast-growing logistics technology company

• Collaborative, entrepreneurial culture where performance and accountability are valued

• Tools and resources to support sales success (CRM, enablement, operational support)

Why Join ITG Trans

This role is central to ITG’s next phase of growth. You’ll have the opportunity to build meaningful forwarder relationships, expand multi-branch networks, and directly impact revenue growth in a high-visibility role within a growing logistics platform powered by Cargomatic.

If you’re a driven sales professional who excels at both winning new business and expanding strategic accounts, we’d love to connect.

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.

Operations Specialist

Location: Lisle, IL (Onsite Only)
Compensation: $65,000 – $75,000 annually (DOE) + Benefits

About Us

Established in 1986, ITG continues to grow as an industry-leading transportation services provider. We are experts in the Full Container Drayage market and facilitate container transport throughout the United States. Our staff draws upon decades of experience working with shippers, steamship lines, NVOCCs, and freight forwarders to ensure timely and accurate deliveries.

The Role

We are seeking an Operations Specialist to join our Lisle, IL office. This role reports directly to the Assistant Operations Managers and supports the coordination and dispatch of ocean container shipments throughout the U.S. The position is 100% in-office with no remote or hybrid options.

Responsibilities

• Assist Assistant Operations Managers with daily operational execution.
• Dispatch import and export ocean containers across the U.S.
• Maintain daily communication with customers and carriers to ensure service excellence.
• Handle shipment data entry, rail billing, and rating accuracy.
• Manage high volumes of emails and phone calls in a professional, timely manner.
• Support KPI and metric achievement for the operations team.

Qualifications

• 2+ years in the transportation, logistics, or drayage industry.
• Strong interpersonal and communication skills (written and verbal).
• Ability to multitask, prioritize, and problem-solve in a fast-paced environment.
• Proficiency in Microsoft Excel, Word, Outlook; CargoWise experience a plus.
• Detail-oriented, trainable, and motivated to succeed.

Compensation & Benefits

• Base salary: $65,000 – $75,000 annually, depending on experience.
• Benefits package: Health, dental, and vision insurance; company-paid life insurance; and 401(k) with employer match.
• Paid time off, holidays, and ongoing professional training.