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Entry Level Insurance Jobs in Homewood, IL (NOW HIRING)

Globe Life: Icaza Jammoul Organization

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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 ...

Globe Life Insurance

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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 ...

Globe Life Insurance

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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 ...

Globe Life Insurance

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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 ...

Globe Life Insurance

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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 ...

Globe Life Insurance

Be Seen First

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 ...

Four Seasons Heating

Entry Level Technician

Chicago, IL · On-site

$40K - $75K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Entry-Level HVAC Technician Paid Training • Clear Career Path • Hands-On Experience • Take ... Medical Insurance (employer subsidized) * Accident Insurance * Critical Illness Insurance

Globe Life Insurance

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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 ...

FOUR SEASONS MASTER

Entry Level Technician

Bedford Park, IL

$40K - $75K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Entry-Level HVAC Technician Paid Training • Clear Career Path • Hands-On Experience • Take ... Medical Insurance (employer subsidized) * Accident Insurance * Critical Illness Insurance

GTS Transportation

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Driver Recruiter - Entry level

Burr Ridge, IL · On-site

$39K - $65K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • PTO

GTS Transportation is looking for a dynamic and energetic entry-level Driver Recruiter to join our ... Company-provided life insurance policy. * Wellness Perk: Company-paid Life Time Fitness discount ...

Gerald Auto Group

Entry Level Technician

Matteson, IL

$16.50 - $17/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Entry Level Automotive Technician. We want to promote from within.... Business is better than ever ... Medical, Dental and Vision Insurance based on union contract * 401K * Paid vacations and holidays ...

Gerald Honda of Matteson

Entry Level Technician

Matteson, IL · On-site

$16.50 - $17/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Entry Level Automotive Technician. We want to promote from within.... Business is better than ever ... Medical, Dental and Vision Insurance based on union contract * 401K * Paid vacations and holidays ...

Gerald Auto Group

Entry Level Technician

Matteson, IL · On-site

$16.50 - $17/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Entry Level Automotive Technician. We want to promote from within.... Business is better than ever ... Medical, Dental and Vision Insurance based on union contract * 401K * Paid vacations and holidays ...

dbHMS

Entry Level Building Performance Analyst

Chicago, IL · On-site

$60K - $80K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Entry Level Building Performance Analyst Firm Overview Do more than just build! At dbHMS, we are a ... Insurance - Health, Dental, Vision and Life * Paid Time Off * Professional Trade Organization dues ...

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Showing results 41-60

All JobsInsurance JobsEntry Level Insurance JobsEntry Level Insurance Jobs in Homewood, IL

Entry Level Insurance information

What is an entry level insurance job?

Entry level insurance jobs are positions within insurance companies or agencies that are designed for individuals who are new to the industry or have limited professional experience. These roles often include positions such as customer service representative, claims processor, sales agent trainee, or underwriting assistant. Entry level insurance jobs provide on-the-job training and opportunities to learn about insurance products, policies, and regulations. They are a great starting point for those interested in building a long-term career in the insurance field.

What are the key skills and qualifications needed to thrive as an entry level insurance professional?

To thrive as an Entry Level Insurance professional, you typically need foundational knowledge of insurance products, strong analytical skills, and at least a high school diploma or bachelor's degree. Familiarity with customer relationship management (CRM) software, basic data entry systems, and, in some cases, an insurance license are important technical qualifications. Excellent interpersonal skills, attention to detail, and a customer-focused mindset help you build trust and effectively communicate with clients. These skills and qualities are crucial for providing accurate information, ensuring compliance, and delivering exceptional service in a competitive industry.

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

Entry level insurance professionals often encounter challenges such as understanding complex policy details, managing a high volume of client inquiries, and achieving sales or service targets. To overcome these, it's important to proactively seek guidance from experienced colleagues, participate in available training programs, and stay organized with clear documentation. Building strong communication skills and maintaining a customer-focused mindset can also help in managing client relationships and meeting performance goals.

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

AspectEntry Level InsuranceInsurance Agent
Required CredentialsHigh school diploma or equivalent; licensing varies by stateHigh school diploma; licensing required
Work EnvironmentOffice settings, call centers, or remoteOffice, client meetings, or remote
Employer & Industry UsageInsurance companies, brokers, agenciesInsurance agencies, brokerages, direct sales
Common Search & ComparisonOften compared for entry-level roles in insuranceRelated role with sales and client interaction focus

Entry Level Insurance roles typically require basic licensing and serve as foundational positions in insurance companies or agencies. Insurance Agents, while also entry-level in many cases, focus more on client sales and service, often requiring licensing and direct interaction with clients. Both roles are essential for starting a career in insurance, but Insurance Agents usually involve more active sales and customer engagement.

How to get a job in entry level insurance with no experience?

Entry level insurance positions often require a high school diploma or equivalent and good communication skills. Candidates can improve their chances by obtaining relevant certifications such as the Property and Casualty license and gaining knowledge of insurance policies through online courses or training programs. Internships or volunteering can also provide valuable experience and demonstrate interest in the field.

What do entry level insurance agents do?

Entry level insurance agents assist clients in selecting insurance policies, explain coverage options, and process applications. They often conduct sales, provide customer service, and may use insurance software to manage policies, typically working under supervision to gain experience and may need to obtain relevant licensing.

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

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

What job categories do people searching Entry Level Insurance jobs in Homewood, IL look for?

The top searched job categories for Entry Level Insurance jobs in Homewood, IL are:

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

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

Entry Level Insurance jobs near you
Infographic showing various Entry Level Insurance job openings in Homewood, IL as of August 2026, with employment types broken down into 75% Full Time, and 25% Part Time. Highlights an 100% In-person job distribution.

Entry-Level Outside Sales Representative -- Teachers, Coaches & Educators Welcome

The Impact Insurance Agency

Dolton, IL • On-site

$65K - $85K/yr

Full-time

Medical, Life

Re-posted 29 days ago

Job description

Entry-Level Outside Sales Representative — Teachers, Coaches & Educators Welcome

 Company: Impact Insurance Agency
Pay: $65,000–$85,000 average first-year income | Commission + Optional 6-Week Base Draw
Schedule: Full-Time | Independent Contractor
Industry: Supplemental Insurance | B2B Outside Sales
Location: Local Territory | In-Person

A Career Path for People Who Naturally Support Others

Many educators and coaches reach a moment where they want to keep helping people grow — just in a new environment that offers flexibility, professional development, and long-term earning potential.

At Impact Insurance Agency, we partner with local businesses to provide supplemental insurance solutions that support employees and their families during life's unexpected moments. Teachers, mentors, and trainers often find this role to be a natural extension of what they already do best: building trust, encouraging others, and guiding meaningful conversations.

If you're someone who leads with empathy, enjoys connecting with people, and finds purpose in helping others succeed, this opportunity offers a rewarding next chapter.

The Opportunity

This entry-level outside sales role blends education, relationship-building, and ongoing client support. You'll meet face-to-face with business owners and employees, helping them understand benefit options in a way that feels clear, supportive, and approachable.

You don't need previous sales experience. Our structured training program is designed specifically for individuals transitioning from education, coaching, or other service-driven roles.

As an independent contractor, you'll manage your own local territory while working within a collaborative environment that provides mentorship, guidance, and consistency.

What You'll Do

  • Build genuine relationships with local business owners and their teams
     

  • Lead enrollment-style conversations that feel educational rather than sales-driven
     

  • Listen carefully and offer thoughtful, people-focused solutions
     

  • Support onboarding, follow-ups, and long-term client relationships
     

  • Manage appointments, scheduling, and territory activity
     

  • Participate in weekly collaboration, coaching, and professional development
     

Training & Support

  • Step-by-step onboarding designed for educators transitioning careers
     

  • Hands-on field mentorship and real-world learning
     

  • Health & Life licensing assistance and reimbursement
     

  • Coaching focused on communication, leadership, and relationship-based service
     

  • A collaborative culture built on encouragement, not pressure
     

Compensation & Structure

  • Commission-based income with performance bonuses
     

  • Average first-year income: $65,000–$85,000 (performance-based)
     

  • Optional 6-week base draw while building your client base
     

  • Flexible daytime schedule with autonomy over your territory
     

  • Advancement opportunities into mentoring, training, or leadership roles
     

Ideal Background

This opportunity may resonate with you if you:

  • Have experience as a teacher, coach, educator, trainer, or mentor
     

  • Enjoy helping people feel confident in their decisions
     

  • Communicate with warmth, patience, and professionalism
     

  • Thrive in relationship-driven environments
     

  • Value collaboration and meaningful impact in your work
     

  • Are willing to obtain a Health & Life Insurance license (support provided)
     

Why Impact Insurance Agency

Our culture is built around service, collaboration, and genuine encouragement. Many of our leaders started in entry-level roles and grew through mentorship, consistency, and a strong desire to help others succeed — both clients and teammates alike.

Apply Today

If you're ready to take the communication and leadership skills you've built in education and apply them in a people-focused professional career, we'd love to connect.

https://www.theimpactinsuranceagency.com/