Jobs · Sales · Illinois

Freight Brokerage Sales Representative

CtrlChain · Chicago, IL · 2 mo ago
On-siteSalesFull-time

About the role

The role is critical to the growth of CtrlChain's brokerage operations in North America. As a Freight Brokerage Sales Representative, you will build and grow a profitable book of business through proactive prospecting, shipper acquisition, and carrier coordination.

Responsibilities

  • Build and grow a book of business
  • Proactively identify and acquire new shipper customers through cold calling, email outreach, LinkedIn networking, and industry research
  • Manage the full sales cycle from prospecting through first shipment and ongoing account growth
  • Develop long-term customer relationships and expand wallet share within existing accounts
  • Drive revenue and margin growth
  • Negotiate competitive buy and sell rates with carriers and shippers
  • Manage freight opportunities with strong commercial awareness and margin discipline
  • Support monthly revenue, load volume, and margin targets through consistent sales activity
  • Stay informed on market conditions, lane pricing, and competitor activity
  • Source carrier capacity and support freight execution
  • Work closely with Operations and Customer Success to ensure smooth shipment execution and service quality
  • Help resolve freight issues quickly and professionally when needed
  • Maintain pipeline discipline and market visibility
  • Keep CRM activity, pipeline stages, and opportunity tracking accurate and up to date
  • Follow up consistently on open opportunities and keep deals moving forward
  • Provide commercial feedback and market intelligence to support pricing and growth strategies
  • Represent CtrlChain professionally in all shipper and carrier interactions

Requirements

  • Commercially driven, competitive, and motivated by building relationships and winning new business in a fast-paced freight environment
  • Have 2-4 years of freight brokerage or B2B sales experience
  • Have a proven track record of building a book of business through outbound prospecting
  • Comfortable making 50+ outbound calls per day consistently
  • Experience negotiating freight rates in spot or contract freight environments
  • Understand U.S. freight markets, lane pricing, and carrier dynamics
  • Experience using CRM systems such as HubSpot or Salesforce
  • Highly organized, self-directed, and proactive
  • Build trust quickly with both shippers and carriers
  • Motivated by uncapped commission tied to revenue growth and gross margin performance

Benefits

  • Direct impact on commercial growth and brokerage expansion
  • High ownership and autonomy in building your own portfolio
  • Uncapped commission structure tied to profitable growth and gross margin performance
  • A great opportunity to make an impact in a fast-growing logistics scale-up
  • An informal, international, and open culture
  • Team-building activities and company events
  • Competitive compensation and 21 paid time off days per year
  • Medical, dental, and vision coverage with 85% employer-paid premiums
  • 401(k) matching up to 5%
  • Daily office lunch
  • Gym facility access
  • A collaborative, empowering culture

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