Top Entry Level Sales Jobs in Chicago, IL

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.

Owns quota-carrying sales and revenue growth for Mastercard Commerce Media across North America. Develops publisher and ecosystem partnerships, originates and closes enterprise opportunities, manages pipeline and forecasts, and builds executive client relationships. Collaborates with Product, Marketing, Customer Success, and commercial teams to shape offerings, pricing, positioning, and go-to-market strategy. Serves as a commerce media market expert and represents the business at industry events and customer meetings.

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

Lead U.S. Open Finance sales strategy, revenue growth, pipeline development, strategic customer relationships, ecosystem partnerships, complex negotiations, and market execution. Recruit, coach, and manage high-performing sales teams while coordinating with Product, Marketing, Services, Legal, Compliance, and Customer Success. Monitor industry and regulatory trends, represent Mastercard externally, maintain forecasting and CRM discipline, and influence product and business strategy.

The role involves prospecting new business through outreach, managing client relationships, guiding integration processes, and enhancing sales skills and product knowledge.

Supports senior marketers in originating, analyzing, presenting, and executing interest-rate, foreign-exchange, and other hedging transactions for corporate clients. Responsibilities include preparing pitch books and market analyses, supporting client calls, modeling pricing and market or credit risk, and coordinating with trading, research, banking, credit, structuring, legal, and other internal teams.

Own revenue and quarterly quota for the West territory covering Oregon, Idaho, Montana, and Hawaii. Build and expand relationships with benefits brokers, consultants, general agents, and employers in the 1,000–9,999 employee market. Develop strategic advisor partnerships, lead complex cross-functional deals, close new business, and shape regional sales strategy with enterprise and account teams.

The Associate Sales Engineer partners with sales, product, customer success, and professional services teams to support SaaS sales. Responsibilities include conducting consultative discovery, delivering tailored technical demonstrations, explaining API integrations and security protocols, identifying technical blockers, recommending solutions, incorporating customer feedback, and communicating technical value to HR and IT stakeholders. The role also requires collaboration, continuous learning, competitive awareness, and use of data and AI tools to improve buyer engagement.

The Sales Support Associate will provide customer service, operate POS systems, manage stock levels, and support sales floor activities.

Generate leads and qualify prospects through outreach efforts, conduct sales development activities, and maintain customer relationships throughout the sales process.

The Sales Support Associate assists customers, operates POS systems, manages stock levels, supports sales activities, and maintains store organization and cleanliness.

The Sales Support Associate is responsible for customer service, operating the POS system, managing stock, and ensuring an organized sales floor.

As a Sales Support Associate, you will welcome clients, operate the cash register, support inventory management, and assist customers on the sales floor while maintaining housekeeping standards.

Drive hospice referrals and market share by building relationships with referral sources, delivering education and community outreach, documenting sales activities, and acting as liaison among referral sources, patients/families, and agency teams.

Leads regional OEM sales execution across industrial, HVAC/R, renewable energy, energy infrastructure, storage, industrial drives, and safety markets. Drives account growth, pipeline development, design-in activity, forecasting, and multi-technology selling. Coordinates manufacturer representative firms and collaborates with engineering, quality, supply chain, product management, and operations. Builds customer relationships, supports product introductions, resolves issues, and translates market trends into actionable commercial recommendations.

Leads sales efforts focused on public-sector clients for a consulting firm delivering data analytics, technology solutions, and digital transformation services. The role likely involves developing client relationships and driving business outcomes, though specific responsibilities and qualifications are not provided.

Handles incoming internet leads and sales calls for an automotive dealership. Responsibilities include answering calls, scheduling sales appointments, following up with leads, documenting customer interactions in the CRM, responding to website inquiries by phone, email, or text, notifying departments about appointments, prospecting for new business, and supporting automotive sales goals.

Sell Medicare, life, health, annuity, and retirement insurance solutions to individuals and families across the greater Chicago area. Responsibilities include assessing client needs, explaining products, recommending carrier solutions, completing compliant applications, following up with clients, building referral relationships, and developing a long-term book of business. The role includes training, coaching, flexible scheduling, commission-based compensation, and opportunities for leadership advancement.

Sell senior insurance solutions by assessing client needs, explaining policy options, completing underwriting and applications, arranging payments, processing requests, and supporting claims. The trainee will follow up with clients, become an insurance subject matter expert, and help recruit, train, and motivate a team to meet KPIs in a competitive, inclusive environment.

Leads, coaches, and scales an enterprise Account Executive team covering the U.S. Drives pipeline generation, revenue growth, outbound and inbound execution, strategic deal support, forecasting, performance management, hiring, and sales talent development. Partners with marketing and growth on go-to-market initiatives while building a high-performance sales culture. The role requires strong SaaS sales leadership, technical product selling ability, CRM and pipeline expertise, and a hands-on approach to closing deals.

Generate qualified sales meetings through account research, inbound lead engagement, outbound prospecting, discovery conversations, and coordinated campaigns with Marketing and Account Executives. Maintain accurate Salesforce records, meet activity and pipeline goals, and continuously improve prospecting processes through cross-functional collaboration and coaching.

Build relationships with business owners and decision-makers, research client needs, present tailored PEO solutions, and close sales. Manage the sales pipeline by tracking leads, opportunities, and activities in CRM tools; deliver proposals and work with internal teams to qualify prospects. Stay informed about PEO industry trends and competitors while helping small and mid-sized businesses with HR, payroll, benefits, and compliance solutions.

Build relationships with business owners and leaders, research client needs, present tailored PEO solutions, close sales, manage the sales pipeline, track leads and activities in CRM tools, and stay informed about PEO industry trends and competitors.

Inside Sales Representative drives revenue through inbound and outbound calls, email campaigns, account development, order processing, customer relationship management, and sales quota achievement. The role expands product distribution, supports promotional and merchandising initiatives, maintains sales records and reports, processes customer documentation, and collaborates with internal teams on onboarding, trade shows, and process improvements. Limited travel may be required, but driving is not an essential function.