Top Entry Level Sales Jobs in Chicago, IL

Drive agency ecosystem growth by prospecting digital agencies and freelancers, onboarding new partners, managing an agency book of business, identifying sales opportunities, and handling the full sales cycle. The role includes post-sale account management, customer issue resolution, revenue and adoption growth, performance tracking, and relationship development while supporting small and medium-sized businesses.

Participate in a 9–12 month sales development and readiness program preparing for a quota-carrying sales role. Prospect M&A professionals, build relationships, identify sales opportunities, communicate product value, conduct discovery, support revenue growth, use CRM strategies and sales methodologies, and assist with client events. The role includes structured training, mentoring, assessments, and hands-on exposure to sales processes, systems, products, and customer support.

Conduct outbound prospecting through cold calls and personalized outreach, research and prioritize target accounts, engage HSE, Procurement, and Operations stakeholders, qualify prospects, and book discovery calls. Maintain accurate Salesforce records, deliver qualified opportunities to Sales, collaborate with Marketing, use AI-assisted prospecting tools, and improve messaging and outreach processes.

Generate qualified sales opportunities through outbound calling (50+ calls/day), email and social outreach, research prospects, qualify leads and schedule meetings, collaborate with Account Executives, maintain pipeline in Salesforce, and meet weekly/monthly metrics and quotas. Commission eligible role focused on ERP software sales on the Salesforce platform.

The Sales Representative will prospect new customers, manage existing client relationships, and refine sales skills while collaborating with the operations and product teams.

Conducts outbound calls and email outreach to promote proteomics products, qualifies inbound and marketing leads, schedules appointments, nurtures opportunities, supports field sales representatives, tracks outreach in Salesforce, and meets activity and sales goals.

Sells residential solar and battery products to consumers through inbound leads. Responsibilities include qualifying prospects, explaining pricing and proposals, building customer relationships, guiding electronic enrollment, managing projects through installation, tracking accounts in a CRM, and meeting monthly sales targets. The role requires strong communication, customer service, digital literacy, and effectiveness in a remote team environment.

Independent sales contractors sell premium advertising placements on wellness displays located inside major retail stores. The role involves prospecting and meeting with local business owners, presenting the advertising opportunity, and closing high-value B2B contracts with support from experienced sales professionals. Contractors work remotely, set their own schedules, and earn commissions of approximately $800 to $1,500 per signed contract. Prior commission-based sales experience is valued, but advertising experience is not required.

Serves as the primary customer contact for trench safety equipment rentals and sales. Processes quotes, reservations, contracts, and accounts; generates leads; educates customers on equipment use; coordinates deliveries; assists with equipment loading and unloading; and maintains showroom presentation while supporting branch growth and customer service.

Participate in a 14-week technical sales training program, then work as an Associate Account Manager selling HVAC equipment, building management controls, parts, and services. Build relationships with commercial, industrial, and institutional customers, collaborate with engineers, architects, contractors, and developers, identify customer needs, develop territory sales strategies, secure design wins, and achieve sales targets. Training requires temporary relocation to La Crosse, Wisconsin, with less than 15% travel afterward.

Build and manage a clientele through self-generated leads, phone prospecting, referrals, sales appointments, custom garment measurements, presentations, and ongoing client advising. The role combines office and field work and includes extensive company-paid training, uncapped commissions, bonuses, and leadership opportunities.

Generate and qualify enterprise sales opportunities through targeted outbound prospecting across enterprise and financial services accounts. Research stakeholders, communicate technical solutions as business value, maintain CRM records, collaborate with Sales and Marketing, support qualified opportunity handoffs, and continuously improve messaging and prospecting strategy. The role is designed to develop expertise in enterprise blockchain solutions and progress toward a closing sales position.

Independent sales contractors prospect local businesses and sell advertising placements on wellness kiosks at major retailers. Responsibilities include booking meetings, presenting advertising opportunities, closing contracts, and building income through commission-based sales. Contractors receive training, sales tools, optional leads, telemarketing support, and mentoring from experienced Terraboost representatives. The role is remote, flexible, and intended for self-motivated, results-driven sales professionals with advertising, marketing, or media experience preferred.

Support partner sales opportunities through discovery calls, product demonstrations, technical responses, solution scoping, project planning, proof-of-concept coordination, RFI/RFP responses, and security questionnaires. Collaborate with sales, professional services, product, engineering, and delivery teams while building partner relationships and developing expertise in fraud prevention and financial crime solutions.

Paid apprenticeship-style art sales role aboard cruise ships. Associates engage guests, sell artwork, support live auctions, host gallery events, set up exhibitions, and provide polished guest service. The role offers mentorship and progression to Gallery Director and Art Auctioneer, with commission-based earning potential. Assignments involve three- to six-month shipboard rotations, international travel, physical artwork handling, onboard accommodations, and independent-contractor status.

Identify and prospect small and midsized businesses, present Insperity HR services and technology to business owners, build executive relationships, achieve sales goals, complete contract bid paperwork, and facilitate new-client onboarding. The role emphasizes consultative selling, networking, business advisory skills, and uncapped commission potential with residual income.

Guide customers through vehicle purchases, demonstrate new and used vehicles, negotiate payment terms, build client relationships, follow up after sales, generate referrals, and report sales objectives and activities to management.

Sell new and used vehicles through consultative customer engagement, product demonstrations, negotiation, and payment guidance. Build lasting customer relationships, follow up with buyers to generate referrals, and transition customers to the Service Department. Report sales objectives and activities to the Sales Manager while maintaining product expertise and customer satisfaction.

Leads and scales an outbound sales development organization responsible for cold outreach and lead generation. Manages recruiting, coaching, performance monitoring, strategy, processes, and targets. Partners with Sales and Marketing on campaigns, analyzes performance data, develops training materials, builds future account executive talent, identifies market opportunities, and adopts technology to improve SDR efficiency.

Conduct in-person B2B field sales across an assigned Schaumburg-area territory. Meet business owners, explain fixed-rate electric and natural gas plans, close accounts, build a book of business, and track pipeline activity with manager support. The role provides paid training, guaranteed base pay, uncapped commissions, benefits, and performance bonuses. No prior sales experience is required.

Conduct in-person B2B sales throughout an assigned Chicago-area territory. Meet with business owners and decision-makers, explain fixed-rate electricity and natural gas plans, close accounts, build a book of business, and track the sales pipeline with manager support. The role provides paid training and offers base pay, uncapped commissions, bonuses, benefits, PTO, and career advancement.

Generate and qualify leads through targeted account research, high-volume outbound prospecting, and inbound follow-up across email, social media, and phone. Schedule qualified meetings for field sales teams, collaborate with Account Executives on account plans, maintain accurate Salesforce and Outreach records, and meet activity and performance goals. The role requires strong communication, curiosity, initiative, coachability, and Portuguese fluency, with hybrid work in Austin, Texas.

Generates qualified sales opportunities by rapidly responding to leads, researching prospects, conducting targeted outreach, qualifying buyer needs, and scheduling discovery calls and product demos. The role maintains accurate CRM records, supports productive sales conversations, meets engagement quotas, collaborates across Marketing and Sales, and recommends improvements to processes and tools.

Conduct outbound outreach through email, phone, and social channels; qualify prospects, identify business needs, schedule meetings and demos for Account Executives, track activity in sales tools, and meet sales KPIs. The role also requires staying informed about business management software and POS trends while building expertise through training and enablement.

Drive U.S. defense and aerospace sales for board-level COTS/MOTS embedded computing products. Build and manage distributors, manufacturers’ representatives, and inside sales staff; develop relationships with defense-prime engineering and program stakeholders; secure design-ins; qualify and close opportunities; and translate customer requirements into technical solutions with international product and U.S. engineering teams.