Customer Sales Executive

OTR Transportation; Chicago (IL); On-site; USD 65,000 - 95,000; Full time

Benefits offered by this job

Uncapped commission

Medical, Dental, Vision

401(k) with matching

Office happy hours

Free lunch on Fridays

Wellness benefits

Parking available

Job summary

OTR Transportation is seeking a Client Sales Executive to build and manage a growing book of freight customers across the U.S. and Canada. This role emphasizes prospecting, nurturing relationships, and delivering trusted, reliable service in a fast-paced environment.

You will drive truckload freight sales, collaborate across departments, and meet KPIs while leveraging data-driven decisions to grow the business. Uncapped commissions and a comprehensive benefits package await.

Qualifications

• 3+ years in a customer sales role for a freight brokerage.
• Ability to thrive under deadlines, drive results, multi-task, and work with urgency.
• Strong communication and rapport-building with colleagues, leaders, and clients.

Responsibilities

• 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.

Skills

Client relationships

Prospecting

Freight sales

Job description

Overview

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.

Responsibilities

• 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.

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

• 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