Customer Sales Executive

OTR Transportation, LLC; Chicago (IL); On-site; USD 70,000 - 110,000; Full time

Benefits offered by this job

Competitive, uncapped commission structure

Complete benefits package including Medical, Dental, Vision

401(k) with matching

Office happy hours

Free lunch on Fridays

Wellness benefits

Parking available for a convenient commute

Fridays free lunch

Wellness benefits

Parking

Job summary

A leading logistics firm in Chicago is seeking a Client Sales Executive to drive business growth through relationship management and sales initiatives. You'll be responsible for nurturing client partnerships in a fast-paced environment, ensuring satisfaction and meeting key performance indicators. Ideal candidates will have over 3 years of experience in freight brokerage sales and excel in a collaborative team atmosphere. The position offers competitive uncapped commissions along with comprehensive benefits including medical, dental, and vision coverage.

Qualifications

• 3+ years in a customer sales role for a freight brokerage.
• Ability to thrive under deadlines and multi-task.
• Demonstrated skills in building relationships.
• Capable of working independently as well as collaboratively across the company.
• Driven, enthusiastic, resilient, agile and highly motivated.

Responsibilities

• Build and manage long-term customer relationships.
• Drive truckload freight sales focusing on reliability.
• Meet and exceed KPIs in customer engagement.
• Meet and exceed KPIs including outbound calls, on-time delivery performance, and proactive tracking.
• Use OTR’s tech tools and analytics to make smart, data-driven decisions.
• Grow your book of business using a multi-channel approach: phone, email, LinkedIn, and more.
• Execute a structured sales process — while bringing your own entrepreneurial style.

Skills

Sales experience in freight brokerage

Relationship building

Time management

Data-driven decision making

Job description

OTR Transportation sets itself apart as more than just a logistics company; we're a dedicated team committed to providing customized over-the-road shipping solutions, with a special focus on temperature-controlled and time sensitive freight. Our expertise allows clients to concentrate on their core business, while we ensure their shipping needs are met with precision.

Our strength lies in our skilled professionals, who bring innovation and excellence to every aspect of our services. This dedication makes us a trusted partner in the logistics industry, adept at meeting the unique challenges of temperature-controlled transportation. We help our clients achieve their objectives by delivering flexible, reliable, and specialized shipping solutions.

The Role

We’re looking for a Client Sales Executive to join our dynamic team. In this role, you'll be responsible for prospecting and developing new business, nurturing relationships, and managing a growing book of freight customers across the U.S. and Canada. This is a high-impact role for someone who thrives in a fast-paced environment and loves the challenge of building strong, lasting client partnerships.

What You’ll do

• Build and manage long-term customer relationships through outbound prospecting and daily client engagement.
• Drive truckload freight sales with a focus on trust, reliability, and service excellence.
• Collaborate across departments to ensure seamless service and strong customer experiences.
• Meet and exceed KPIs including outbound calls, on-time delivery performance, and proactive tracking.
• Use OTR’s tech tools and analytics to make smart, data-driven decisions.
• Grow your book of business using a multi-channel approach: phone, email, LinkedIn, and more.
• Execute a structured sales process — while bringing your own entrepreneurial style.

Experience/Qualifications

• 3+ years in a customer sales role for a freight brokerage.
• Ability to thrive under deadlines, drive results, multi-task, and work with a sense of urgency.
• Demonstrated skills in building relationships and establishing rapport with colleagues, leaders, and clients.
• Capable of working independently as well as collaboratively across the company
• Driven, enthusiastic, resilient, agile and highly motivated.

Benefits at OTR

• Competitive, uncapped, commission structure
• Complete benefits package including Medical, Dental, Vision and Paid Time Off
• 401(k) with matching
• Office happy hours
• Free lunch on Fridays
• Wellness benefits
• Parking available for a convenient and secure daily commute
• Being a part of an exciting, growing team