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Customer Enrollment Associate Jobs in Chicago, IL

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Customer Sales Associate

Schaumburg, IL · On-site

$800 - $1.2K/wk

... Sales Associate -----We are actively hiring motivated and customer-focused Customer Sales ... Guide customers through the enrollment process , ensuring accuracy and compliance with all company ...

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Customer Sales Associate

Schaumburg, IL · On-site

$800 - $1.2K/wk

... Sales Associate -----We are actively hiring motivated and customer-focused Customer Sales ... Guide customers through the enrollment process , ensuring accuracy and compliance with all company ...

... associate degree with three (3) to four (4) years' related work experience * Two years of experience in customer relations, recruiting, or sales are essential Prior experience in K-12 or higher ...

... associate degree with three (3) to four (4) years' related work experience * Two years of experience in customer relations, recruiting, or sales are essential Prior experience in K-12 or higher ...

The CTE Enrollment Specialist must be proficient with processes related to Admissions, Registration ... Associate degree required * Two years of relevant experience. * Must possess strong customer ...

Enrollment Specialist

Valparaiso, IN · On-site

$43K - $44K/yr

An Enrollment Specialist must be proficient with processes related to Admissions, Registration ... Associate degree required * Two years of relevant experience. * Must possess strong customer ...

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Customer Enrollment Associate information

See Chicago, IL salary details

$9

$17

$28

How much do customer enrollment associate jobs pay per hour?

As of Aug 12, 2026, the average hourly pay for customer enrollment associate in Chicago, IL is $17.65, according to ZipRecruiter salary data. Most workers in this role earn between $14.38 and $19.81 per hour, depending on experience, location, and employer.

What are some common challenges faced by customer enrollment associates, and how can they be successfully managed?

Customer Enrollment Associates often encounter challenges such as handling a high volume of inquiries, addressing customer concerns efficiently, and ensuring accurate data entry during the enrollment process. To manage these challenges, it's important to develop strong organizational skills, maintain clear communication, and stay updated on enrollment procedures and product offerings. Collaboration with team members and utilizing available support resources can also greatly improve efficiency and customer satisfaction.

What is a customer enrollment associate?

Customer Enrollment Associates are professionals responsible for guiding new customers through the enrollment or onboarding process for a company's products or services. They verify customer information, explain enrollment steps, answer questions, and ensure all forms and documentation are completed accurately. Their goal is to make the enrollment experience smooth and efficient, addressing any concerns and providing excellent customer service. These associates often work in industries like healthcare, insurance, financial services, or utilities.

What is the difference between Customer Enrollment Associate vs Customer Service Representative?

AspectCustomer Enrollment AssociateCustomer Service Representative
Primary RoleAssist customers with enrollment processes, onboarding, and account setupHandle customer inquiries, provide support, and resolve issues
Required SkillsCommunication, data entry, knowledge of enrollment proceduresCommunication, problem-solving, product knowledge
Work EnvironmentOffice or call center, focused on onboardingCall center, retail, or office, focused on ongoing support
Common CertificationsCustomer service or enrollment-related certificationsCustomer service certifications often preferred

While both roles involve customer interaction, the Customer Enrollment Associate primarily focuses on guiding new customers through enrollment and onboarding processes. In contrast, the Customer Service Representative handles ongoing support and issue resolution. Both roles require strong communication skills and customer service experience, but their core responsibilities differ in focus and scope.

What are the key skills and qualifications needed to thrive as a customer enrollment associate, and why are they important?

To thrive as a Customer Enrollment Associate, you need strong interpersonal skills, attention to detail, and a high school diploma or equivalent. Familiarity with customer relationship management (CRM) software and data entry systems is typically required. Outstanding communication, patience, and problem-solving abilities help you connect with customers and resolve issues efficiently. These skills are essential for accurately enrolling customers, ensuring satisfaction, and maintaining smooth workflow in a competitive service environment.
What are the most commonly searched types of Customer Enrollment jobs in Chicago, IL? The most popular types of Customer Enrollment jobs in Chicago, IL are:

Customer Sales Associate

JONATHAN WESLEY INC

Schaumburg, IL • On-site

$800 - $1.2K/wk

Full-time

Medical, Retirement, PTO

Re-posted 4 days ago

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Job description

$800–$1,200/week average earnings
Weekly pay - bonuses - commission
Full-time | Flexible Schedule

Customer Sales Associate

-----We are actively hiring motivated and customer-focused Customer Sales Associates to join our fast-growing retail sales and service team. This is a full-time, face-to-face sales role based inside major retail partner locations and at promotional events. You’ll play a key role in helping customers understand their options, select the best plans for their needs, and complete enrollments with confidence.

Our ideal candidate is energetic, personable, and driven to succeed in a performance-based environment. Whether you’re just starting your career or looking to grow your existing sales experience, we provide the tools, training, and mentorship to help you thrive.

WHAT WE OFFER

  • Guaranteed hourly base pay, performance bonuses, and incentives
  • Paid training with step-by-step guidance on sales, marketing, and customer engagement
  • Ongoing mentorship from experienced sales leaders to accelerate your success
  • A promote-from-within culture with clearly defined advancement opportunities
  • A fun, fast-paced, and team-oriented environment where your work is recognized and rewarded
  • Telemedicine health benefit, retirement option, and paid time off
  • Hands-on learning in retail sales strategy, communication, and customer psychology

WHAT YOU'LL DO

  • Represent our clients in retail stores and community events, interacting with customers directly
  • Deliver exceptional customer service by answering questions, explaining benefits, and clarifying product options
  • Build rapport and establish trust with shoppers to ensure an informed, positive buying experience
  • Guide customers through the enrollment process, ensuring accuracy and compliance with all company procedures
  • Maintain up-to-date knowledge of current promotions, product features, and energy plans
  • Meet and exceed daily and weekly sales and enrollment goals
  • Contribute to a high-energy, collaborative team culture that drives collective success

WHO WE'RE LOOKING FOR

  • Outgoing, people-oriented individuals with strong communication and interpersonal skills
  • Motivated to succeed in a sales, customer service, or retail environment
  • Reliable and professional with a strong sense of accountability and enthusiasm for learning
  • Able to work well in face-to-face sales and promotional settings
  • Prior sales or retail experience is a plus, but no experience is required; we provide full training
  • Must have reliable transportation, as some retail or event locations may not be accessible via public transit
  • 4 Year Degree

WHY JOIN OUR TEAM

  • Hands-on training in inside sales, marketing strategy, and customer enrollment processes
  • A company culture built on growth, integrity, and teamwork
  • Regular recognition programs for top performers
  • Career advancement opportunities in leadership, management, and client relations

----If you’re ready to take the next step toward a rewarding career in sales, customer service, and retail marketing, this is your chance to join a company that values people, performance, and potential.

Apply today and start building your future in Inside Sales and Customer Enrollments!

Company Description

Founded in 2003, Jonathan Wesley Inc is a premier marketing firm that continues to expand nationwide, offering marketing consulting services to large corporations. With approximately 43 satellite locations nationwide, our goal is to grow 50% in size every year moving forward. We attribute this tremendous growth to two ideals. The first is our innovative marketing and sales strategies. The second is our underlying value of caring for the security, growth, and well being of our employees.