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Entry Level Direct Sales Jobs in Chicago, IL (NOW HIRING)

Be Seen First

We find great success in face-to-face communication rather than the typical platforms of direct sales. We have an opening for an Entry Level Client Representative to join our sales and marketing team.

Be Seen First

We find great success in face-to-face communication rather than the typical platforms of direct sales. We have an opening for an Entry Level Client Representative to join our sales and marketing team.

Be Seen First

Entry Level Sales Representative - Engage, Educate, Connect, Sell! This is an in-person sales and ... This role is perfect for someone who enjoys direct face-to-face customer interaction, communicates ...

New

Be Seen First

Entry Level Sales Representative - Engage, Educate, Connect, Sell! This is an in-person sales and ... This role is perfect for someone who enjoys direct face-to-face customer interaction, communicates ...

New

Customer Service Management

Chicago, IL ยท On-site

$16.50 - $22.50/hr

... of direct sales and marketing. NY Marketing Firm, LLC offers an exciting, fast-paced, results ... We are looking to fill sales and marketing positions from the entry level. We have found that those ...

Customer Service Management

Chicago, IL

$16.50 - $22.50/hr

... of direct sales and marketing. NY Marketing Firm, LLC offers an exciting, fast-paced, results ... We are looking to fill sales and marketing positions from the entry level. We have found that those ...

Customer Service Management

Chicago, IL

$16.50 - $22.50/hr

... of direct sales and marketing. NY Marketing Firm, LLC offers an exciting, fast-paced, results ... We are looking to fill sales and marketing positions from the entry level. We have found that those ...

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Showing results 1-20

Entry Level Direct Sales information

See Chicago, IL salary details

$22.7K

$46.4K

$67K

How much do entry level direct sales jobs pay per year?

As of Aug 12, 2026, the average yearly pay for entry level direct sales in Chicago, IL is $46,404.00, according to ZipRecruiter salary data. Most workers in this role earn between $38,100.00 and $51,500.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as an entry level direct sales representative?

To thrive as an Entry Level Direct Sales Representative, you need strong interpersonal skills, basic sales knowledge, and at least a high school diploma or equivalent. Familiarity with CRM software, point-of-sale systems, and basic Microsoft Office tools is often required. Outstanding communication, resilience, and goal-oriented motivation help individuals excel in building client relationships and handling rejection. These skills and qualities are important because they drive sales performance, support customer satisfaction, and lay the foundation for long-term career growth in sales.

What is an entry level direct sales job?

Entry level direct sales jobs are positions where individuals sell products or services directly to customers, often outside of a traditional retail environment. These roles typically involve meeting sales targets, demonstrating products, and building relationships with clients. Entry level means that prior sales experience is usually not required, and employers often provide training. These jobs can be found in industries like telecommunications, insurance, and consumer goods. Success in direct sales relies on strong communication skills, motivation, and the ability to handle rejection.

What are some common challenges faced by entry level direct sales representatives, and how can they be overcome?

Entry-level direct sales representatives often encounter challenges such as handling rejection, building a customer base from scratch, and mastering effective communication techniques. Overcoming these hurdles typically involves persistence, seeking feedback from experienced team members, and consistently refining sales pitches. Many companies provide mentorship programs and ongoing training to help new reps develop resilience and improve their selling skills. Regular team meetings and performance reviews also offer opportunities for learning and growth.
What are the most commonly searched types of Direct Sales jobs in Chicago, IL? The most popular types of Direct Sales jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Entry Level Direct Sales jobs? Cities near Chicago, IL with the most Entry Level Direct Sales job openings:
Infographic showing various Entry Level Direct Sales job openings in Chicago, IL as of August 2026, with employment types broken down into 78% Full Time, 20% Part Time, and 2% Contract. Highlights an 91% Physical, 2% Hybrid, and 7% Remote job distribution, with an average salary of $46,404 per year, or $22.3 per hour.

Direct Sales Representative (B2B Sales) - Schaumburg, IL

Universal Energy Solutions

Schaumburg, IL โ€ข On-site

$100K/yr

Full-time

Medical

Posted 26 days ago


Job description

Turn Your People Skills Into a Career

Looking for a career where your attitude, work ethic, and people skills matter more than your previous experience?

Universal Energy Solutions is hiring motivated individuals to join our Schaumburg team as Direct Sales Representatives. Whether you’re just starting your career, changing industries, or looking for a fresh opportunity, this entry-level position is designed for people who enjoy working with others and want to build a successful career.

No previous sales experience? No problem.

As a Direct Sales Representative, you’ll work directly with local business owners to review their electricity and natural gas supply plans, introduce competitive supplier options, and recommend solutions that fit their business needs. During your first several weeks, you’ll focus on developing new business opportunities while learning our proven sales system alongside experienced Account Managers. Their sole focus is to help our newest team members hit the ground running.

Why This Is a Great Place to Start Your Career

Many companies expect you to have experience before they’ll give you an opportunity. We believe great sales professionals are developed through training, coaching, and hands-on experience.

During your first several weeks, you’ll work be mentored by an experienced Account Managers who will teach you our proven sales system that’s helped many of our team members build successful careers. You'll get to learn firsthand, what success looks like as you build confidence in your presentations skills and become an expert in our products and services.

As you gain experience, you’ll have opportunities to take on larger customer portfolios, build long-term client relationships, and advance into Account Manager and other leadership positions. We’re committed to promoting from within as part of our goal to continually expand into 20+ additional markets over the next few years.

What You’ll Do

Your day begins at the office, where you'll work with your mentor to plan, prepare and strategize for the day ahead. You'll then head into your assigned territory and crush your goals. From there, you control the tone and outcome of your day. Responsibilities include:

  • Meet face-to-face with business owners and decision-makers.
  • Review current electricity and natural gas supply plans.
  • Help businesses identify opportunities to reduce their energy costs.
  • Recommend competitive energy supplier options based on each customer’s needs.
  • Build relationships with prospective commercial customers.
  • Learn our proven customer consultation process alongside experienced mentors.
  • Travel throughout an assigned territory (typically within a 30-mile radius of the office).

Build the skills needed to take on larger customer portfolios and advance your career.

Is This a Good Fit for You?

This role is perfect for people who enjoy working with others, solving problems, and helping businesses make informed decisions. Many of our top performers started in restaurants, retail, hospitality, customer service, athletics, or other customer-facing roles where they learned how to communicate, solve problems, and build relationships. If you’re competitive, coachable, self-motivated, and willing to learn, we’ll provide the training and support to help you succeed.

Compensation

Base Pay + Commission - ideal for those beginning their careers

  • Weekly base pay while you learn and build confidence
  • Tier 1 commissions on new accounts (capped)

Commission-Only - ideal for experienced professionals

  • Tier 2 commissions on new accounts (uncapped)
  • Qualified to earn residual commission on accounts you manage and retain

Typical On Target Earnings for Consultants are in the range $55,000–$70,000, with Top Performers exceeding $100k+ in their first year.

Paid Training & Career Development

During your first 2 weeks, we provide Paid Training as you work closely with experienced mentor to learn our customer consultation process, build confidence, and develop the skills needed for long-term success. As you progress in your career, we'll committed to provide continual career training and development in the areas of leadership, business management, and finances. Our goal isn’t simply to help you meet with your first customer—it’s to help you build a successful career.

About Universal Energy Solutions

Universal Energy Solutions helps businesses reduce their energy costs by connecting them with competitive electricity and natural gas supplier programs. UES Careers is the recruiting arm of Universal Energy Solutions, supporting hiring across our growing nationwide network of independently owned and operated offices.

Requirements

Required

  • Valid driver’s license
  • Reliable personal vehicle
  • Authorized to work in the United States
  • Strong communication and interpersonal skills
  • Comfortable meeting with business owners face-to-face

Preferred

  • Previous experience in sales, customer service, retail, hospitality, or another customer-facing role
  • Self-motivated with strong communication and organizational skills

Benefits

Compensation & Incentives

  • Multiple compensation paths designed to support your career goals
  • Paid training
  • Commission paid weekly
  • Additional performance-based incentives and bonuses

Career Development

  • Hands-on training from experienced mentors
  • Ongoing career coaching
  • Career path to Account Manager and leadership positions
  • Promote-from-within culture

Additional Benefits

  • Health benefits after eligibility requirements are met
  • Team-oriented work environment