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Entry Level Insurance Sales Jobs in Naperville, IL

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Entry Level Sales Associate (Remote)

Chicago, IL · Remote

$60K - $80K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

Entry Level Sales Associate (Remote) Remote | Virginia, Illinois, California, Washington, or Canada ... Previous insurance or sales experience is not required. Important Location Requirement This remote ...

Entry Level Sales Representative

Burr Ridge, IL · On-site

$150K - $200K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

Entry-Level Sales Representative - NEXT Door & Window **** $500 sign-on bonus after 90 days of ... Medical, dental, and vision insurance * 401(k) * Short- and long-term disability * Quarterly profit ...

Entry Level Sales Representative

Burr Ridge, IL · On-site

$150K - $200K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

Entry-Level Sales Representative - NEXT Door & Window **** $500 sign-on bonus after 90 days of ... Medical, dental, and vision insurance * 401(k) * Short- and long-term disability * Quarterly profit ...

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Entry-Level Sales Representative | 100% Remote

Chicago, IL · Remote

$52K - $65K/yr

  • Medical

  • Life

  • Retirement

Entry-Level Sales Representative (Open to Applicants residing in Chicago, IL and surrounding areas ... You will apply insurance knowledge and sales skills to increase the customer's understanding of the ...

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Entry Level Customer Sales Representative (100% Remote)

Naperville, IL · Remote

$60K - $80K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Entry Level Customer Sales Representative (100% Remote) 100% Remote | United States & Canada ... You don't need a background in insurance or years of sales experience. You'll receive training on ...

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Entry Level Customer Sales Representative (100% Remote)

Chicago, IL · Remote

$60K - $80K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Entry Level Customer Sales Representative (100% Remote) 100% Remote | United States & Canada ... You don't need a background in insurance or years of sales experience. You'll receive training on ...

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Entry Level Customer Sales Representative (100% Remote)

Chicago, IL · Remote

$60K - $80K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Entry Level Customer Sales Representative (100% Remote) 100% Remote | United States & Canada ... You don't need a background in insurance or years of sales experience. You'll receive training on ...

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Entry Level Customer Sales Representative (100% Remote)

Naperville, IL · Remote

$60K - $80K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Entry Level Customer Sales Representative (100% Remote) 100% Remote | United States & Canada ... You don't need a background in insurance or years of sales experience. You'll receive training on ...

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Entry Level Customer Sales Representative (100% Remote)

Naperville, IL · Remote

$60K - $80K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Entry Level Customer Sales Representative (100% Remote) 100% Remote | United States & Canada ... You don't need a background in insurance or years of sales experience. You'll receive training on ...

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Entry Level Customer Sales Representative (100% Remote)

Chicago, IL · Remote

$60K - $80K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Entry Level Customer Sales Representative (100% Remote) 100% Remote | United States & Canada ... You don't need a background in insurance or years of sales experience. You'll receive training on ...

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Entry Level Sales Representative - Remote

Naperville, IL · Remote

$60K - $80K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Entry Level Sales Representative - Remote Remote | U.S. & Canada | Full-Time | Flexible Schedule ... insurance and benefit solutions. Our remote team is supported through training, coaching, and ...

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Showing results 21-40

Entry Level Insurance Sales information

See Naperville, IL salary details

$22K

$45K

$64.9K

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

As of Aug 19, 2026, the average yearly pay for entry level insurance sales in Naperville, IL is $45,006.00, according to ZipRecruiter salary data. Most workers in this role earn between $37,000.00 and $50,000.00 per year, depending on experience, location, and employer.

What is an entry level insurance sales job?

Entry level insurance sales jobs are positions designed for individuals who are new to the insurance industry and have little to no prior experience in sales. These roles typically involve helping clients understand and purchase various types of insurance policies, such as auto, home, life, or health insurance. Employees receive training in sales techniques, product knowledge, and regulatory requirements. The goal is to build strong customer relationships, meet sales targets, and grow a client base while learning the fundamentals of the insurance business.

What skills and qualifications are needed for entry level insurance sales?

To thrive as an Entry Level Insurance Sales representative, you need a high school diploma (or equivalent), basic sales knowledge, and an active state insurance license. Familiarity with CRM software, sales tracking tools, and online quoting systems is often required. Strong interpersonal skills, resilience, and persuasive communication help build client relationships and overcome objections. These skills and qualities are essential for meeting sales targets, ensuring regulatory compliance, and providing excellent customer service.

What are common challenges faced by entry level insurance sales professionals, and how can they be overcome?

Entry-level insurance sales professionals often encounter challenges such as building a client base from scratch, handling rejections, and staying motivated in a commission-driven environment. To overcome these, it's helpful to actively network, seek mentorship from experienced colleagues, and consistently follow up with leads. Developing strong product knowledge and refining communication skills also boost confidence and credibility with potential clients. Many organizations offer training and support to help new agents succeed, so taking advantage of these resources is key.

What is the difference between Entry Level Insurance Sales vs Insurance Agent?

AspectEntry Level Insurance SalesInsurance Agent
Required CredentialsBasic licensing, sales trainingLicensing, certifications, ongoing education
Work EnvironmentOffice, remote, or field salesOffice, client meetings, fieldwork
Employer & Industry UsageInsurance companies, agenciesIndependent agents, agencies, companies
Search & Comparison IntentEntry-level roles, sales trainingExperienced sales, licensing, career growth

Entry Level Insurance Sales typically refers to individuals starting in sales roles with basic licensing and training, often working under supervision. Insurance Agents usually have more experience, licensing, and may operate independently or own agencies. While both roles involve selling insurance products, the key differences lie in experience, independence, and responsibilities.

How to get a job in insurance sales with no experience?

Entry level insurance sales positions often do not require prior experience; instead, employers look for strong communication skills, a customer-focused attitude, and a willingness to learn. Candidates can improve their chances by obtaining relevant certifications, such as a license in insurance sales, and demonstrating enthusiasm during interviews. Training is typically provided on the job, making it accessible for newcomers to enter the field.

Is entry level insurance sales hard?

Entry level insurance sales can be challenging as it requires developing sales skills, understanding insurance products, and building client relationships. Success often depends on communication abilities, persistence, and gaining industry knowledge through training and certifications. The job typically involves a commission-based structure and a learning curve for new representatives.

What are the most commonly searched types of Insurance Sales jobs in Naperville, IL?

The most popular types of Insurance Sales jobs in Naperville, IL are:

What cities near Naperville, IL are hiring for Entry Level Insurance Sales jobs?

Cities near Naperville, IL with the most Entry Level Insurance Sales job openings:

Infographic showing various Entry Level Insurance Sales job openings in Naperville, IL as of August 2026, with employment types broken down into 1% As Needed, 73% Full Time, 21% Part Time, and 5% Contract. Highlights an 90% Physical, 1% Hybrid, and 9% Remote job distribution, with an average salary of $45,006 per year, or $21.6 per hour.

Entry Level Sales Associate (Remote)

AO Globe Life

Chicago, IL • Remote

$60K - $80K/yr

Full-time

Medical, Dental, Vision, Life, Retirement

Posted 9 days ago

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Job description

Entry Level Sales Associate (Remote)

Remote | Virginia, Illinois, California, Washington, or Canada | Full-Time | Training Provided

Start Your Sales Career From Home

If you're looking for an opportunity where you can learn sales through real conversations rather than sitting through years of classroom training, this could be a strong starting point.

AO Globe Life is seeking Entry Level Sales Associates to connect with individuals who have expressed interest in learning more about available benefit options. You'll guide conversations, identify what matters to each client, explain available choices, and help them complete the appropriate next steps.

This position is designed for people who are willing to learn, communicate confidently, and take ownership of their daily work. Previous insurance or sales experience is not required.

Important Location Requirement

This remote position is currently open only to applicants who live in one of the following locations:

  • Virginia
  • Illinois
  • California
  • Washington
  • Any province or territory in Canada

Applicants must currently have a residential address in one of the eligible locations above.

What You'll Be Doing

Your responsibilities will include:

  • Conducting scheduled conversations with prospective clients
  • Asking questions to understand individual needs and priorities
  • Explaining benefit and coverage options based on client needs
  • Providing accurate information and answering client questions
  • Helping interested clients through the enrollment process
  • Maintaining timely follow-up with prospective and existing clients
  • Updating client information and sales activity
  • Attending virtual training sessions and team meetings
  • Applying feedback from coaches and improving your sales approach
  • Building professional relationships through consistent client communication

Why This Opportunity Stands Out

You won't be expected to figure everything out on your own.

New representatives receive structured onboarding and ongoing guidance as they learn the position. You'll have access to training, coaching, and client inquiries so you can focus on developing your skills and gaining practical experience.

The role includes:

  • Work-from-home flexibility
  • Full-time schedule
  • Training for new representatives
  • Ongoing coaching and professional development
  • Warm client inquiries
  • No traditional cold-calling requirement
  • Weekly commission payments
  • Performance-based earning opportunities
  • Opportunities for advancement
  • Virtual team support and collaboration


You May Be a Good Fit If You

  • Enjoy communicating with people
  • Can listen carefully and explain information clearly
  • Are comfortable learning through coaching
  • Can stay organized without constant supervision
  • Have reliable internet and basic computer skills
  • Take responsibility for following through on commitments
  • Are comfortable speaking by phone and video
  • Want to develop skills that can lead to greater responsibility in sales

You do not need previous insurance experience to apply. Customer service, retail, hospitality, administrative, call center, or other communication-based experience can be helpful, but it is not required.

Basic Requirements

  • 18 years of age or older
  • Currently residing in Virginia, Illinois, California, Washington, or Canada
  • Residential address in an eligible location
  • Reliable internet connection
  • Computer with webcam and microphone
  • Professional, distraction-free workspace
  • Ability to participate in scheduled virtual meetings and client appointments

About AO Globe Life

AO Globe Life works with individuals and families seeking supplemental insurance and benefit solutions. Our remote teams support clients through education, communication, and personalized guidance while providing representatives with training and opportunities to develop their professional skills.

Interested in Getting Started?

If you're looking for a remote opportunity where you can learn sales, work directly with clients, and build skills that can grow with you, submit your application today.

Qualified applicants may be contacted by phone, email, or text regarding the next stage of the hiring process.