Chicago, Illinois | Onsite | Full time | $70,000 base plus commission

What will you be doing?

The Business Development Sales Representative builds a book of business from the ground up. You prospect, you cold call, you win the account, and then you keep it. You are the main point of contact for your customers, which means you have a direct hand in what your portfolio looks like every day.

The freight we sell is what makes this job different. Plenty of brokers can quote a dry van. We handle liquid and dry bulk, hazmat, food grade, high security, and oversized loads, which gives you a real reason to call a chemical or industrial shipper who already has three brokers. You will work alongside our carrier team so the capacity behind your quote is real before you send it.

Responsibilities

Find and win new business

• Cold call new customer opportunities across North America
• Research and prospect for leads, and build a target list you can defend
• Negotiate with shippers to win new business, and know your costs before you quote
• Lead with the specialized freight most brokers pass on, and bring our WBENC certification into conversations with shippers who have supplier diversity goals
• Introduce the right customers to our self service LTL portal when it fits how they ship

Own the relationship

• Manage your portfolio day to day
• Reach out to customers before they have to chase you, and hold to what you promised
• Act as the primary point of contact for customer communication and escalated issues
• Grow existing accounts into new lanes, new modes, and new facilities

Work with the team

• Bring the carrier team into pricing early so quotes reflect capacity that actually exists
• Hand off clean load details to operations: commodity, handling requirements, appointments, accessorials
• Join team meetings and training sessions, and share what is working in your lanes

Why Wicker Park Logistics?

• Base salary of $70,000 plus uncapped commission
• A casual, team first environment focused on getting freight covered rather than internal politics
• Extensive industry and technology training
• A mentorship and career development program, with real access to the people running the company
• Specialized freight that gives you something to say when you cold call
• Woman owned and WBENC certified, which opens doors with shippers who care about that
• Named a Responsible Care® Partner by the American Chemistry Council board in June 2026
• Medical, dental, and vision insurance, 401(k), and paid time off

What we are looking for

• One or more years of transportation or logistics sales experience
• A proven record of building accounts and holding onto client relationships
• Strong problem solving skills and the ability to perform under pressure
• Attention to detail and follow up you do not have to be reminded about
• The composure to handle conflict and stress professionally
• Willingness to be available to customers when freight is moving
• Comfort in a CRM and a TMS, and the discipline to keep your notes current
• Bachelor’s degree preferred, not required

Preferred

• Multi modal freight experience
• A book of business or shipper relationships you can bring with you
• Experience responding to shipper RFPs or annual bids
• TMS experience

Details

Compensation
Base salary of $70,000 plus uncapped commission

Location
Chicago, Illinois. This role is onsite.

Schedule
Monday through Friday, standard business hours, with availability to customers when freight is in transit.

Travel
Occasional customer visits and industry events.

Reports to
President

To apply
Send a resume and a short note about an account you won and kept.

About Us

Simply put, we deliver. Wicker Park Logistics is a full service third party logistics provider and freight broker in Chicago, Illinois, and a certified Women’s Business Enterprise through WBENC. We move truckload, LTL, partial, flatbed, intermodal, drayage, expedited, temperature controlled, power only, ocean, air, and last mile freight. Where we go deeper than most brokers is the specialized side: liquid and dry bulk for oil, chemical, food grade, agricultural, and industrial customers, plus hazmat, high value, high security, oversized, and team service. In June 2026 the American Chemistry Council board named us a Responsible Care® Partner, which reflects how carefully we choose the carriers who haul chemical freight. We started with three people and we still run like a team that knows each other’s names. We keep an open book with our customers and our carriers, and we put people ahead of profits.

Wicker Park Logistics is an equal opportunity employer. We consider all qualified applicants without regard to any characteristic protected by federal, state, or local law.