Top Entry Level Sales Jobs in Chicago, IL

Generate and qualify sales opportunities through high-volume cold calling, LinkedIn and email prospecting, lead research, targeted outreach, pipeline development, and follow-up. Maintain accurate CRM records, collaborate with account executives, sales managers, and marketing, stay current on product and industry knowledge, and meet performance KPIs. The role offers an advancement path to account executive for high performers.

Talent community for future field-based sales opportunities across Fortune Brands’ building products portfolio. Potential responsibilities include territory and account management, sales strategy, customer relationship development, new business generation, product presentations, channel partnerships, forecasting, CRM management, and collaboration with marketing, product, customer service, and supply chain teams. Candidates should have commercial sales experience, preferably in building materials, distribution, construction, plumbing, retail, dealer, or contractor channels. Regular travel within assigned territories is expected.

Leads GitLab’s National Security Group regional sales team, driving new and expansion revenue across U.S. federal agencies. Responsibilities include hiring and coaching Account Executives, forecasting, pipeline management, complex deal strategy, executive negotiations, federal procurement, FedRAMP-related selling, partner engagement, and account expansion. The role collaborates with Customer Success, Product, Marketing, Renewals, distributors, and systems integrators while traveling as needed for customer and team engagements.

Handle inbound and outbound calls to sell Globe Life insurance products, close new accounts, provide consultative support to match products to customer needs, and generate revenue while meeting attendance and scheduling requirements for remote work.

Own a territory and manage the complete outbound sales cycle for Adapt, an AI-powered dynamic pricing product. Prospect property management company leaders, deliver revenue business cases, run pilots, negotiate contracts, close deals, attend regional events, and relay customer feedback to product teams. The role is remote within a territory and requires regular travel. The successful candidate will help establish the sales process as the founding seller in the region.

Qualifies marketing and outbound leads, conducts personalized outreach, develops sales pipelines, schedules meetings and demos, and manages lead interactions in a CRM. Partners with marketing and sales teams on lead quality, handoffs, reporting, and conversion improvements. Tracks outreach KPIs, researches prospects and competitors, and continuously improves sales messaging, product knowledge, and qualification techniques.

Supports sales strategy and operations through channel sales and inventory reporting, revenue KPI dashboards, data analysis, forecasting insights, go-to-market planning, partner and customer master-data governance, territory administration, and sales enablement. The role integrates data from SAP, Salesforce, and Databricks, develops Power BI or Tableau reporting, advises revenue leaders with actionable recommendations, and coordinates cross-functional improvement projects.

Generates qualified meetings and sales pipeline through inbound lead management, account research, discovery conversations, and multichannel outreach. Collaborates with marketing and sales teams to develop target lists, messaging, and call strategies. Tracks activities in Salesforce and Outreach.io, reports results, documents processes, and mentors new SDRs. The role is fully remote and includes onboarding and training in GitLab and DevOps.

Leads the creation and operation of HPE's Telco Service Provider security sales organization. Responsibilities include hiring and managing 6–8 sales specialists, owning P&L and revenue targets, developing go-to-market strategies, expanding channel partnerships, enabling partners, and coordinating with sellers, product, and marketing teams. The role sells security solutions including SASE, SRX, SD-Branch, NAC, ClearPass, and SSR, with approximately 50% nationwide travel.

Conduct field-based outreach to veterinary clinics across Chicago, introduce the company’s digital platform and pilot program, engage practice decision-makers, generate clinic interest, collect contact information, coordinate follow-ups and demonstrations, maintain outreach records, gather feedback, and report progress and opportunities to the founder.

Generate and qualify sales opportunities through cold outreach, inbound lead response, discovery calls, and relationship building with trucking carriers. Collaborate with Account Executives on outreach and lead handoffs, develop expertise in Toro’s transportation management software and industry, understand competitors, and consistently achieve qualified-opportunity and sourced-ARR quotas. This is an in-office Chicago role designed for upcoming graduates beginning careers in software sales.

Conduct high-volume outbound calls to identify, engage, and qualify education-sector prospects. Research decision-makers, map accounts, overcome objections, and generate qualified opportunities for Account Executives. Maintain accurate CRM records, track activity metrics, learn the company’s products and market, and collaborate in training and sales initiatives.

Connect with hair stylists and barbers, recommend and sell professional shears and tools, build long-term client relationships, close multiple daily deals, and meet daily, monthly, and quarterly sales goals. The role offers bonuses, benefits, and potential for six-figure earnings.

Sell professional shears and tools to hair stylists and barbers. Responsibilities include connecting with prospective clients, recommending products, closing multiple daily deals, building long-term relationships, and meeting daily, monthly, and quarterly sales goals.

Leads and motivates a remote team of customer service and sales professionals, drives sales initiatives, improves productivity through technology and streamlined processes, builds client and team relationships, and implements strategies to exceed targets. Requires sales management and customer service experience, self-motivation, innovative thinking, and comfort with virtual collaboration tools.

Completes hands-on training across service center operations and sales processes, monitors revenue and account activity using AS400 and Focus, conducts sales interviews, develops customer relationships, coordinates customer needs with freight services, and grows business within an assigned territory. The role also includes training assignments, reports, knowledge assessments, and process improvement recommendations, with relocation required after program completion.

Conduct in-home sales presentations, build trust with customers, identify needs, deliver approved sales presentations, negotiate terms, and close sales. The role provides qualified leads, paid training, uncapped commission, coaching, and opportunities for advancement. Candidates need reliable transportation, a valid driver’s license, strong relationship-building skills, flexibility, and a results-oriented mindset.

Manage customer accounts, orders, quotes, and sales opportunities across multiple channels. Support the sales process, identify upsell opportunities, resolve customer needs, and build trusted relationships in a fast-paced industrial distribution environment.

Follow up with leads, conduct outbound call cadences, educate prospects, identify sales opportunities, and build pipeline for government sales teams. The role involves qualifying prospects, re-engaging inactive leads, collaborating with territory sellers, documenting interactions in the CRM, and generating stakeholder interest across customer profiles.

Build and manage a private jet sales pipeline through research, outbound prospecting, client relationship development, and charter booking management. Match clients with suitable aircraft, coordinate with operators, oversee flights, follow company procedures, and exceed sales and financial targets. The role includes professional training, mentoring, travel opportunities, and progression from trainee broker to director.

Lead and motivate a remote team of customer service and sales professionals, drive sales initiatives, build client and team relationships, improve productivity through technology and streamlined processes, and achieve performance targets. The role requires sales management experience, self-motivation, innovative thinking, and comfort with virtual collaboration. The company provides leads, mentorship, and a career path from agent to management.

Sells large-format digital printing and visual communication solutions to B2B clients in A/E/C, retail, advertising, manufacturing, and fashion. Responsibilities include prospecting, cold calling, relationship building, presentations, full-cycle sales, pipeline reporting, networking, and coordinating with production teams. The representative must understand wide-format printing materials and applications while consistently generating and closing new business.

Sell large-format digital printing and visual communication solutions to B2B clients in A/E/C, retail, advertising, manufacturing, and fashion. Responsibilities include prospecting, cold calling, client presentations, relationship development, full-cycle sales, pipeline tracking, and closing deals. The representative will explain printing materials and applications, attend networking events, and coordinate with production and project teams to ensure successful execution.

Two-year rotational program developing sales professionals through 12 months in marketing and 12 months in sales. Responsibilities include market research, competitor analysis, marketing planning, product lifecycle support, prospecting, customer relationship development, account meetings, solution selling, presentations, and cross-functional collaboration. The role requires relocation during rotations and eventual mobility to any U.S. Legrand location.

Conduct outbound B2B calls to business leaders, qualify prospects, book sales appointments, meet weekly and monthly targets, and develop a long-term sales career through structured training, coaching, and progression. The role is office-based in Chicago and offers uncapped commission with performance-based salary increases.