Top Entry Level Sales Jobs in Chicago, IL

Entry-level trainee role to learn sales and operations across fleet, finance, customer service and technology. Generate leads, manage inventory and vehicle fleet, ensure customer satisfaction, and complete DOT-regulated driving responsibilities while participating in training and mentoring for management advancement.

Entry-level management trainee responsible for developing customer solutions, generating leads, managing fleet productivity and customer satisfaction, and supporting sales, operations, finance, and service. Role requires driving Penske vehicles (including 26' box truck), DOT-regulated driver qualifications, travel within the district, background and drug screening, and participating in training and mentoring for management advancement.

Entry-level trainee who supports sales and operations for fleet management and customer accounts. Responsibilities include developing customer solutions, generating leads, managing vehicle inventory and customer satisfaction, driving company vehicles (including 26' box truck), completing DOT-required driver qualifications, and participating in district travel and training.

Entry-level outbound sales role focused on outbound pipeline generation for commercial real estate. Research and qualify target owners and brokers, use HubSpot and LinkedIn Sales Navigator to build/manage pipeline, execute full sales cycle alongside senior reps, develop repeatable prospecting systems and AI workflows, and rapidly progress to carrying quota and sales leadership responsibilities.

Field sales role closing face-to-face sales within assigned territories. Train and support in-store personnel, build vendor and store relationships, expand brand presence via merchandising and new business development, gather competitive intelligence, complete call reports and administrative tasks, and escalate store-level issues as needed.

Meet with local business owners to review electricity and natural gas supply plans, recommend supplier options, reduce energy costs, and maintain long-term commercial customer relationships while growing a portfolio through renewals and new business development.

Entry-level sales role focused on prospecting and developing customer relationships for truckload, temperature-controlled freight across the U.S. and Canada. Support shipment execution, hit activity KPIs, use company tools, and follow structured sales training while building a pipeline through phone, email, and LinkedIn.

Field sales role closing face-to-face sales within assigned territories. Train and educate store personnel, build relationships with in-store staff and vendors, expand brand presence via merchandising and new business development, gather competitive intelligence, complete call reports and administrative tasks, and resolve store-level issues.

Provide exceptional customer service and relationship-building while leveraging product knowledge to guide luxury jewelry purchases. Manage the sales process, maintain organization and professionalism, and follow up post-sale to ensure customer satisfaction.

As an Entry-Level Sales Representative, you will build a portfolio of accounts through research and prospecting, focusing on consultative sales in logistics.

Support Territory and Industrial Sales Representatives with customer onboarding, account maintenance, and growth initiatives. Handle order follow-up, pricing, billing, AR, and inventory coordination. Drive customer satisfaction, identify upsell opportunities, assist with account plans and sales reporting, and collaborate with operations, credit, vendors, and field sales to ensure seamless execution and stronger account relationships.

Engage customers, guide them through vehicle selection and purchase, deliver white-glove digital deal handoffs, conduct test drives, and build pipeline via equity mining, service-lane engagement, and follow-up. Use CRM (VinSolutions, Tekion) and AI tools, meet monthly sales targets, protect CSI, and work evenings/weekends as needed.

Engage customers to assess vehicle needs, present Toyota product features and financing, guide test drives and sales closings, follow up for satisfaction, use CRM to manage pipeline, collaborate with finance and service, meet monthly sales targets, and participate in ongoing product and sales training. Requires a valid driver’s license.

Build and prospect a book of high-net-worth clients, manage the full charter sales cycle from inquiry to completion, develop operator and client relationships, meet sales and activity targets, oversee flight departures, and ensure company procedures and exceptional client experience are followed.

Perform outbound and inbound outreach to generate a predictable pipeline, book meetings, qualify prospects, hand off opportunities to sales, maintain Salesforce records, collaborate with Marketing and Sales, and complete the Sales Development Associate training program.

Entry-level sales role selling logistics services: generate leads via cold calling and email, negotiate and close deals, manage client relationships, collaborate with internal teams, and meet daily activity metrics and monthly sales targets. Training and mentorship provided.

Twelve-month rotational training program preparing associates for Sales or Sales Operations roles. Develop selling skills, product and industry knowledge, and professional networks through hands-on rotations (warehouse, sales operations, inside/outside sales, business development), mentorship, and training events. Requires travel up to 25% and proficiency with Microsoft Office tools.

As a Sales and Operations Management Trainee, you will manage business operations, develop customer solutions, and foster relationships in a fast-paced environment.

Entry-level role to develop sales and operations skills managing fleet inventory, generating leads, and ensuring customer satisfaction. Includes DOT-regulated driving duties, customer service, scheduling, and cross-functional training with advancement opportunities.

The Sales Development Representative will engage in inbound and outbound communications, schedule demos for Account Executives, and meet monthly quotas, while building expertise in Cision's products and sales methodologies.

Generate and qualify sales leads, participate in a three-month training program, meet performance targets, and pursue commission-based earnings. Must be competitive, energetic, and have sales experience; strong career growth and reward structure provided.

Support sales by delivering product demos, driving technical evaluations, troubleshooting customer issues, mapping business problems to technical solutions, and coordinating with engineering. Represent the product at events, respond to RFIs/RFPs, and manage complex technical engagements to prove Harness value.

Reactivate and re-engage previous ADT customers, deliver personalized security and automation solutions, present compelling proposals, follow up post-installation, generate referrals and new leads, and meet sales targets within a designated territory.

Re-engage former ADT customers to sell security, automation, and life-safety solutions. Deliver presentations and proposals, close sales, perform post-install follow-ups, generate referrals and new leads, and manage territory outreach using company tools.

Sell ADT security and smart business solutions to small business customers by consulting on needs, customizing systems, conducting post-install follow-ups, and generating leads within a territory through in-person visits and relationship-building.