Mid Entry Level Jobs in Chicago, IL (NOW HIRING)

 This position is not eligible for visa sponsorship or support for work authorization.

Now Hiring: Entry-Level Transportation Sales Representative

We are seeking an energetic and goal-driven Entry-Level Transportation Sales Representative to join our growing logistics team. In this role, you will build relationships with prospective clients, coordinate freight movements, and manage day-to-day account operations. This is an excellent opportunity for a proactive individual looking to launch a rewarding career in supply chain and logistics.

What You'll Do:

Business Development & Communication

• You will actively prospect mid-market and emerging accounts ($25M–$250M revenue) where supply chain execution directly impacts shelf presence and retail success. Your primary focus will be building relationships with fast-growing businesses spending $2.5M to $25M on freight, helping them optimize their inbound and outbound transportation networks. 

• Identifies and prospects potential freight clients through cold calls, email outreach, and market research.

• Collaborates with senior sales reps to pitch logistics solutions and negotiate competitive shipping rates.

• Communicates regularly with active customers to provide status updates and gather feedback on service quality.

Operations & Technical Execution

• Utilizes internal transportation management software (TMS) and CRM tools to track leads and log daily sales activity.

• Coordinates directly with carrier operations teams to schedule pickups, monitor shipments, and resolve transit delays.

• Demonstrates a strong willingness to learn new logistics software, industry trends, and freight pricing models.

Account Administration & Organization

• Prepares basic freight quotes, rate proposals, and sales presentations for prospective accounts.

• Organizes and maintains accurate customer profiles, load documentation, and billing files.

• Tracks daily activity metrics to ensure personal performance aligns with overarching team sales goals.

Leadership & Initiative

• Takes ownership of assigned operational tasks and proactively identifies ways to streamline client workflows.

• Bachelor’s Degree in Business, Sales, Marketing, Supply Chain Management, Logistics, or a related discipline (or equivalent practical experience).

• 0–2 years of experience in customer service, retail, sales internships, or client-facing roles.

• Strong desire to build a career in sales, with an eagerness to learn sales strategies and industry processes.

• Excellent verbal and written communication skills with the ability to build rapport and engage effectively with potential clients.

• Strong organizational skills and detail-orientation to manage daily outreach and lead tracking.

• Problem-solving mindset with an aptitude for learning customer needs and recommending practical solutions.

• Familiarity or willingness to learn CRM software (e.g., Salesforce, HubSpot) and sales communication tools.

• Proficiency in Microsoft Office Suite (Word, Excel, PowerPoint, Outlook).

• Strong active listening skills to understand prospective clients' goals, priorities, and pain points.

• We are especially eager to bring on talent who understand the fast-paced nature of CPG, Food & Beverage, and retail supply chains. Candidates who appreciate the critical importance of on-time delivery, compliance, and proactive communication in high-velocity freight environments will be a natural fit for our team. 

• Internship experience in sales, business development, or account management.

• Hybrid work schedule with 4 days in-office in Des Plaines, IL and one day remote

• Monday - Friday, 8:00AM - 5:00PM

• Your base pay is one part of your total compensation package. We anticipate this role to pay a base salary between $66,500-$75,000 per year, but actual base pay will depend on the successful candidate’s skills, qualifications, and experience.

• Competitive salary and a comprehensive benefits package.

• Full health insurance (medical, dental, and vision).

• 401(k), life insurance, and tuition assistance.

• Paid time off to rest and recharge.

• An open-door work environment that values feedback and collaboration.

• Opportunities for career advancement within a growing company.