Freight Brokerage Sales Representative

CtrlChain; Chicago (IL); On-site; USD 60,000 - 80,000; Full time

Benefits offered by this job

Uncapped commission structure

Medical, dental, and vision coverage

401(k) matching up to 5%

Daily office lunch

Gym facility access

Paid time off (21 days per year)

Job summary

CtrlChain, based in Chicago, is looking for a Freight Brokerage Sales Representative to drive business growth in the freight brokerage sector. This role involves proactive prospecting, managing the full sales cycle, and building long-term relationships with shippers and carriers. Preferred candidates will have 2-4 years of B2B sales experience, strong communication skills, and the ability to manage multiple tasks effectively. CtrlChain offers a strong commission structure and benefits including medical, dental, and vision coverage, as well as 21 paid time off days per year.

Qualifications

• 2–4 years of freight brokerage or B2B sales experience.
• Proven track record of building a book of business through outbound prospecting.
• Comfortable making 50+ outbound calls per day.

Responsibilities

• Build and grow a book of business through proactive prospecting.
• Negotiate competitive rates and manage freight opportunities.
• Source carrier capacity and support freight execution.

Skills

Freight brokerage experience

B2B sales experience

Negotiating freight rates

CRM usage (e.g., HubSpot, Salesforce)

Communication skills

Job description

Do you thrive in outbound sales, relationship building, and winning new business? At CtrlChain, we’re looking for a driven Freight Brokerage Sales Representative to help grow our brokerage operations across the United States.

About us

Over the past five years, CtrlChain has built a powerful and trusted ecosystem to simplify and modernize the transport and logistics sector. Now, we’re making this ecosystem fully available to our customers, both shippers and carriers.

Our system brings digital transformation to an industry long reliant on outdated processes, offering smart tools that enhance visibility, streamline compliance, and optimize operations. The result? A more efficient, transparent, and effortless way of working for everyone involved!

As we continue expanding our brokerage operations in North America, our Sales team plays a critical role in building strong shipper relationships, growing freight volume, and strengthening CtrlChain’s position in the U.S. market.

The role

As a Freight Brokerage Sales Representative, you are responsible for building and growing a profitable book of business through proactive prospecting, shipper acquisition, and carrier coordination.

You will own the full brokerage sales cycle — from outbound outreach and qualification to rate negotiation, freight execution support, and account development. You will work closely with Operations and Customer Success to ensure reliable service while consistently driving revenue and margin growth.

What you’ll do

Build and grow a book of business

• Proactively identify and acquire new shipper customers through cold calling, email outreach, LinkedIn networking, and industry research
• Build and maintain a healthy pipeline of qualified opportunities
• 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

• Develop and maintain reliable carrier relationships across active lanes
• Source carrier capacity proactively to support customer freight needs
• 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

Who You Are

You are commercially driven, competitive, and motivated by building relationships and winning new business in a fast‑paced freight environment.

You will thrive in this role if you:

• 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
• Are comfortable making 50+ outbound calls per day consistently
• Have experience negotiating freight rates in spot or contract freight environments
• Understand U.S. freight markets, lane pricing, and carrier dynamics
• Have experience using CRM systems such as HubSpot or Salesforce
• Are highly organized, self‑directed, and proactive
• Build trust quickly with both shippers and carriers
• Are motivated by uncapped commission tied to revenue growth and gross margin performance

Why join CtrlChain?

• 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 margin performance
• Fast‑paced scale‑up environment with strong growth ambitions
• Opportunity to help modernize and transform the logistics industry

What We Offer

• 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

Equal Opportunity Employer

CtrlChain USA is an Equal Opportunity Employer. We consider all qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, or any other legally protected characteristic.

Ready to Join Us? Apply now and grow your career as a Freight Brokerage Sales Representative at CtrlChain!