Senior Sales Executive, Freight Forwarder Growth

CargomaticChicago, IL
5h$185,000Remote

About The Position

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. 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.

Requirements

  • 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

Nice To Haves

  • 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.)

Responsibilities

  • 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
  • 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
  • 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

Benefits

  • 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)
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