Customer Sales Representative

OTR Transportation, LLC; Chicago (IL); On-site; USD 42,000 - 64,000; Full time

Benefits offered by this job

Commission-based pay

Medical, dental, vision

401(k) with matching

Paid time off

Free lunch Fridays

Wellness benefits

Growing team

Job summary

OTR Transportation, LLC is seeking an entry-level Client Sales Executive to join our growing team. You’ll learn how to prospect for new business, build customer relationships, and support the management of a developing book of freight customers across the U.S. and Canada.

This is an excellent opportunity for someone who is competitive, coachable, and excited to grow in a high-energy sales environment.

Qualifications

• 0–2 years of sales, customer service, or related experience.

Responsibilities

• Build and develop customer relationships through outbound prospecting and daily client communication.
• Support truckload freight sales with a focus on reliability and strong service.
• Partner with internal teams to ensure smooth shipment execution and positive customer experiences.
• Work toward and exceed activity and performance KPIs (calls, shipments, tracking, etc.).
• Learn and use OTR’s technology and tools to make informed decisions.
• Grow your pipeline using phone, email, LinkedIn, and other outreach methods.
• Follow our structured sales training program while developing your own sales style.

Skills

Prospecting

Customer communication

Fast-paced environment

Coachable

Team collaboration

Job description

Why OTR?

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.

The Role

We’re looking for an Entry-Level Client Sales Executive to join our growing team. In this role, you’ll learn how to prospect for new business, build customer relationships, and support the management of a developing book of freight customers across the U.S. and Canada.

This is an excellent opportunity for someone who is competitive, coachable, and excited to grow in a high-energy sales environment.

What You’ll do

• Build and develop customer relationships through outbound prospecting and daily client communication
• Support truckload freight sales with a focus on reliability and strong service
• Partner with internal teams to ensure smooth shipment execution and positive customer experiences
• Work toward and exceed activity and performance KPIs (calls, shipments, tracking, etc.)
• Learn and use OTR’s technology and tools to make informed decisions
• Grow your pipeline using phone, email, LinkedIn, and other outreach methods
• Follow our structured sales training program while developing your own sales style

Experience/Qualifications

• 0–2 years of sales, customer service, or related experience (logistics experience is a plus but not required)
• Strong communication skills and willingness to learn
• Ability to work in a fast-paced, deadline-driven environment
• Highly motivated, competitive, and resilient mindset
• Comfortable working both independently and as part of a team
• Coachable with a strong desire to build a career in sales and logistics

Benefits at OTR

• Competitive, uncapped, commission structure
• Complete benefits package including Medical, Dental, Vision and Paid Time Off
• 401(k) with matching
• Free lunch on Fridays
• Wellness benefits
• Being a part of an exciting, growing team