Top Entry Level Sales Jobs in Chicago, IL

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.

Sell Hilton Grand Vacations vacation ownership opportunities through professional presentations and consultative conversations. Build rapport with guests, understand their travel goals, recommend suitable ownership solutions, achieve sales targets, and represent the brand with professionalism. The role requires ongoing training and working five days per week, including weekends and holidays.

Generate new B2B sales opportunities for industrial floor cleaning equipment within an assigned territory. Responsibilities include prospecting, conducting outbound calls, building customer relationships, presenting equipment proposals and financing options, coordinating demonstrations, developing sales strategies, maintaining CRM records, and supporting sales goals. Regular territory travel and occasional physical activities, including lifting up to 80 pounds, are required.

Sell Verizon wireless devices, plans, and services to consumer and business customers. Develop new accounts, provide service before and after sales, recommend solutions based on customer needs, stay current on technology offerings, negotiate effectively, and build lasting customer relationships. The role requires a positive, self-motivated approach, strong communication and follow-up skills, willingness to learn sales techniques, customer-facing experience, and reliable transportation.

Prospect, interview, and enroll prospective students in career-training programs. Conduct presentations at high schools within an assigned territory, provide program and career information, guide students through admissions requirements, and support them through the pre-start process. The role requires communication, recruiting or sales ability, goal orientation, technology proficiency, a flexible schedule, and travel using a valid driver’s license.

Drive revenue and profit growth for water treatment programs and services across institutional customer accounts. Build stakeholder relationships, execute sales plans, convert competitive accounts, provide technical support, analyze customer systems and data, resolve operational challenges, and recommend continuous improvement and innovation solutions. The role is based in Chicago, covers a 100-mile territory, and requires less than 25% overnight travel.

Leads and motivates a remote team of customer service and sales professionals, drives sales initiatives, builds client and team relationships, improves productivity through technology and processes, and supports organizational growth. The role requires sales management and customer service experience, self-motivation, innovation, and comfort with virtual collaboration tools.

Generate qualified sales leads through outbound prospecting, account research, lead qualification, pipeline development, and CRM tracking. Partner with regional and global sales teams to route opportunities, use data insights to improve prospecting, stay informed on products and competitors, and apply coaching to strengthen sales performance. The role is fully onsite five days per week in Downtown Chicago.

Sell life, accident, and health insurance products to interested clients using provided leads, CRM tools, and automated systems. Analyze client needs, recommend suitable financial products, and build an independent insurance business through commission-based sales. The role offers training, mentorship, residual income, bonuses, flexible scheduling, and no cold calling. Candidates may already be licensed or may be motivated to obtain the required insurance license.

Build and manage customer relationships, drive sales opportunities, and represent Zscaler’s Zero Trust Exchange and cloud security platform. This posting is for consideration for future Sales Account Executive opportunities in the East region. The role operates within a collaborative, customer-focused, inclusive organization and may follow Zscaler’s hybrid work model.

Training role supporting sales initiatives, customer relationships, merchandising, route coverage, audits, displays, pricing, distribution, and in-store execution for Red Bull products. The trainee works with Account Sales Managers and management to meet sales and merchandising KPIs, maintain brand standards, and prepare for promotion to an Account Sales Manager role.

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 achieve performance targets. The role requires sales management experience, self-direction, innovative thinking, and comfort with virtual collaboration. The company offers leads, mentorship, flexible remote work, and a potential progression from agent to management.

Entry-level trainee role combining sales, customer relationship development, fleet and inventory management, operations, and business problem-solving. The trainee develops consumer and commercial accounts, generates leads, manages vehicle inventory, balances profitability with customer satisfaction, and receives training across sales, operations, finance, customer service, and technology. A bachelor's degree, valid driver's license, willingness to drive commercial vehicles, DOT compliance, attendance, background screening, and drug screening are required.

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

Participate in a structured sales development program preparing for an Outside Sales Representative role. Train at a local branch, learn equipment-rental products and sales tools, conduct outbound campaigns, negotiate rental agreements, develop customer relationships, track performance metrics, and create account sales strategies. The role requires onsite weekday attendance, participation in coaching and ride-alongs, and progression through training levels based on performance.

Leads and motivates a remote team of customer service and sales professionals, drives sales initiatives, builds client and team relationships, improves productivity through technology and processes, and achieves performance targets. The role requires customer service and sales management experience, self-motivation, innovation, and comfort with virtual collaboration tools. The company offers flexible remote work, provided leads, mentorship, and potential career advancement from agent to management.

Drives new business with small and midsized companies, builds and manages a merchant-services sales pipeline, closes payment-processing deals, and develops residual revenue. The role also mentors sales representatives, supports regional recruiting, shares sales strategies, and expands the company’s market presence. It is fully remote, outside field sales, commission-only, and offers performance-based incentives and team-based income opportunities.

Drives new business with small and mid-sized companies, builds and manages a client pipeline, closes merchant services deals, and develops residual revenue. Mentors and supports sales representatives, shares sales strategies, contributes to regional expansion and recruiting, and operates independently in a fully remote, commission-only structure.

Drive new business with small and mid-sized companies, build and manage a client pipeline, close merchant services deals, and develop residual revenue. The role also involves mentoring and supporting sales representatives, sharing sales strategies, contributing to regional expansion and recruiting, and independently managing performance in a fully remote, commission-only environment.

Drive new business with small and mid-sized companies, build and manage a client pipeline, close merchant services deals, and develop residual revenue. Mentor and support sales representatives, share sales strategies, expand the regional footprint, and assist with recruiting. This is a fully remote, outside field-sales role with a flexible schedule and commission-only compensation.

Drive new business with small and midsized companies, build and manage a client pipeline, close merchant services deals, mentor sales representatives, share sales strategies, support recruiting, and expand the company’s regional footprint. This fully remote, commission-only role offers residual income, performance incentives, and flexible scheduling.

Drive new business with small and mid-sized companies, build and manage a client pipeline, close merchant services deals, and develop residual income. The role also involves mentoring and supporting sales representatives, sharing sales strategies, expanding regional market presence, and assisting with recruiting. This is a fully remote, outside field sales position with flexible scheduling and commission-only compensation.

Drives new business with small and mid-sized companies, builds and manages a client pipeline, closes merchant services deals, and develops residual income through commissions. The role also mentors sales representatives, supports recruiting, shares sales strategies, and expands the company’s regional footprint. It is fully remote, outside field sales, independently structured, and commission-only with team-performance incentives and no base salary.

Drive new business with small and mid-sized companies, build and manage a client pipeline, close merchant services deals, and mentor sales representatives. The role is fully remote, outside field sales, independently structured, and commission-only with residual income, team-performance incentives, and leadership opportunities. Merchant services, payment processing, or B2B sales experience is preferred, along with strong communication, relationship-building, and entrepreneurial skills.

Sells company products and services to current and prospective customers across an assigned territory. Responsibilities include customer visits and calls, prospecting, preparing presentations and proposals, maintaining customer relationships, resolving issues, supporting collections, analyzing sales reports, gathering competitor information, and assisting with associate training. The role is fully remote but requires significant customer travel and a valid driver’s license.