ZipRecruiter

Log In

2

Entry Level Insurance Agent Training Program Jobs in Chicago, IL

Shelter Insurance

Insurance Agent

Crown Point, IN · On-site

... agent training schools, paired with continuing industry education courses, helps you build the ... Shelter has one of the top new-agent programs in the entire insurance industry, and if you are ...

Shelter Insurance

Insurance Agent

Crown Point, IN

... agent training schools, paired with continuing industry education courses, helps you build the ... Shelter has one of the top new-agent programs in the entire insurance industry, and if you are ...

HealthMarkets, Inc.

Insurance Agent

Elgin, IL

Well give you access to leads, quoting tools, training resources, and more so you can focus on what ... An Independent licensed insurance agent with HealthMarkets is a commission only opportunity.

HealthMarkets, Inc.

Insurance Agent

Naperville, IL

Well give you access to leads, quoting tools, training resources, and more so you can focus on what ... An Independent licensed insurance agent with HealthMarkets is a commission only opportunity.

HealthMarkets, Inc.

Insurance Agent

Aurora, IL

Well give you access to leads, quoting tools, training resources, and more so you can focus on what ... An Independent licensed insurance agent with HealthMarkets is a commission only opportunity.

HealthMarkets, Inc.

Insurance Agent

Schaumburg, IL

Well give you access to leads, quoting tools, training resources, and more so you can focus on what ... An Independent licensed insurance agent with HealthMarkets is a commission only opportunity.

HealthMarkets, Inc.

Insurance Agent

Waukegan, IL

Well give you access to leads, quoting tools, training resources, and more so you can focus on what ... An Independent licensed insurance agent with HealthMarkets is a commission only opportunity.

HealthMarkets, Inc.

Insurance Agent

Joliet, IL

Well give you access to leads, quoting tools, training resources, and more so you can focus on what ... An Independent licensed insurance agent with HealthMarkets is a commission only opportunity.

HealthMarkets, Inc.

Insurance Agent

Chicago, IL

Well give you access to leads, quoting tools, training resources, and more so you can focus on what ... An Independent licensed insurance agent with HealthMarkets is a commission only opportunity.

next page

Showing results 1-20

All JobsInsurance Agent Training Program JobsEntry Level Insurance Agent Training Program JobsEntry Level Insurance Agent Training Program Jobs in Chicago, IL

Entry Level Insurance Agent Training Program information

See Chicago, IL salary details

$25.8K

$67K

$125.2K

How much do entry level insurance agent training program jobs pay per year?

As of Aug 21, 2026, the average yearly pay for entry level insurance agent training program in Chicago, IL is $66,982.00, according to ZipRecruiter salary data. Most workers in this role earn between $45,800.00 and $79,300.00 per year, depending on experience, location, and employer.

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

AspectEntry Level Insurance Agent Training ProgramInsurance Sales Associate
Required CredentialsHigh school diploma or equivalent; licensing required post-trainingHigh school diploma or equivalent; licensing often required
Work EnvironmentClassroom training, mentorship, and fieldworkOffice or retail environment, direct customer interaction
Employer & Industry UsageInsurance companies, agencies, and brokeragesInsurance agencies, brokerages, and direct sales roles
Common Search & ComparisonTraining programs for new agentsEntry-level sales roles in insurance

The Entry Level Insurance Agent Training Program focuses on preparing individuals through structured training and licensing, often with a mentorship component. In contrast, an Insurance Sales Associate typically involves direct sales and customer service in an office or retail setting. Both roles require licensing and are common entry points into the insurance industry, but the training program emphasizes education and skill development before active sales duties.

Do entry level insurance agents get paid during training?

Entry level insurance agents typically do not receive a salary during training, as training programs often focus on education and skill development. However, some companies may offer a stipend, commission-based pay, or a combination of both once training is completed and agents begin selling policies. Compensation structures vary by employer and program.

How to be an entry level insurance agent training program with no experience?

To join an entry level insurance agent training program with no experience, applicants typically need a high school diploma or equivalent and must pass licensing exams for the specific insurance types they wish to sell. Many programs provide on-the-job training, sales techniques, and product knowledge, making prior experience unnecessary. Strong communication skills and a willingness to learn are important for success in these programs.

What is the minimum qualification to become an entry level insurance agent training program?

Entry level insurance agent training programs typically require applicants to have a high school diploma or equivalent. Candidates must also pass a licensing exam and often complete pre-licensing education courses before starting the program.

Why do so many entry level insurance agents quit?

Entry level insurance agents often quit due to challenges in building a client base, inconsistent income, and high rejection rates. The job requires strong sales skills, persistence, and the ability to handle rejection, which can be difficult for new agents to sustain over time.

What are the most commonly searched types of Insurance Agent Training Program jobs in Chicago, IL?

The most popular types of Insurance Agent Training Program jobs in Chicago, IL are:

Entry Level Insurance Agent Training Program jobs near you
Infographic showing various Entry Level Insurance Agent Training Program job openings in Chicago, IL as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $66,982 per year, or $32.2 per hour.

Insurance Agent

Shelter Insurance

Crown Point, IN • On-site

Full-time

Re-posted 14 days ago

Shelter Insurance rating

7.0

Company rating: 7.0 out of 10

Based on 22 frontline employees who took The Breakroom Quiz

251st of 311 rated insurance

Job description

A company built to serve you. It's your career, Shelter it!

We are seeking an exceptional entrepreneur to make a difference in Merrillville, IN and become our newest Shelter Insurance Agent.
Do you have a desire to meet new people, develop new contacts, and become known in your community?
Are you passionate about serving your community?
Do you want to grow your sales, business, and networking skills to new heights?
Would you like to do what you love and love what you do?
Do you have a desire to control your own income?
Have you wanted to start you own business but extreme start-up costs stopped you in your tracks?
If you answered "yes" to these questions, then you owe it to yourself to learn more about becoming a Shelter Insurance Agent.
At Shelter, we do not require a previous background in the insurance industry. While the experience is a plus, it is far from a necessity. Around half of our new Shelter Agents have never worked in insurance; our agents have backgrounds ranging from real estate and retail sales to education and coaching.
What is required? A motivated attitude, an entrepreneurial spirit, and skilled capacity for effectively communicating with clients in a sales atmosphere.
While some sales experience & a degree with general business courses is helpful, our mix of in-house and virtual new agent training schools, paired with continuing industry education courses, helps you build the foundation necessary to launch your agency.
At Shelter we do not require prospective agents to have capital/assets on hand to be considered for an agency. We do not "sell" agencies and Shelter does not "loan" money to agents to begin their business. We provide the opportunity. The only expectations are that you meet sufficient sales requirements and core business proficiencies. If you are no longer a Shelter agent for any reason, your financial responsibilities are limited to any unsatisfied bills owed through your departure. This could include advertising contracts, telephone bills, and utilities.
A true business owner's mindset is required to succeed! While developing prospects and selling Shelter products in your agency will be your main focus, you may also have the opportunity to bring on staff to help you perform general administrative duties and improve your sales.
If you possess a strong desire to be a business owner, a vigorous passion for helping people, and a desire to work for a company that strives to be a leader in its communities, then take the first steps to explore a partnership with Shelter Insurance Companies. Shelter has one of the top new-agent programs in the entire insurance industry, and if you are committed to hard work, we can help you launch your insurance sales career.

Shelter Agents receive a tremendous amount of support as they build their business:

  • Support to Launch Your Career
  • Unlimited New Commissions
  • Lucrative Bonus & Incentive Opportunities
  • Exceptional Contract Benefits
  • Professional Sales Training
  • Subsidies & Office Staff Reimbursement, if applicable
  • Computer & Technology Support

Shelter has a purpose driven culture that centers on:

  • Being a Leader in and Giving Back to Our Communities
  • Diversity & Inclusion
  • Financial Strength & Stability

Our agents are achieving an unprecedented level of personal growth, career fulfillment and financial success. Take the first step towards operating your own Shelter Insurance Agency today!

Applicants must be eligible to work in the United States. No relocation compensation.

If interested, please apply by:

What Shelter Insurance employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom

Apply