Cargomatic is a digital freight marketplace that connects shippers with local, regional, and long-haul carriers. The platform streamlines the freight booking process by eliminating middlemen and automating administrative tasks. Cargomatic specializes in matching available trucking capacity with businesses needing to move freight, focusing particularly on the short-haul and drayage markets. The company's technology provides real-time tracking, digital documentation, and automated payment processing for shipments. Founded in 2013, Cargomatic aims to improve efficiency in the traditionally fragmented trucking industry by leveraging mobile and web technologies. The platform allows carriers to maximize their asset utilization by finding nearby loads that fit their available capacity. Shippers benefit from faster booking, competitive pricing, and increased visibility into their supply chain. Cargomatic has expanded beyond its original Los Angeles market to serve major shipping hubs across the United States.
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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.
Ready to apply?
Apply to Cargomatic
Share this job
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.
Ready to apply?
Apply to Cargomatic
Share this job
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.
Ready to apply?
Apply to Cargomatic
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