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Trainee Insurance Jobs in Chicago, IL (NOW HIRING)

Manager Trainee PLAINFIELD, IL Manager Trainees Full Time $18.00 Per Hour Make BIG Money at Menards ... Flexible Scheduling Medical Insurance and Dental Plans On-the-job training Advancement ...

Medical Insurance and Dental Plans * On-the-job training * Advancement Opportunities * Promote-From-Within Culture Start Building your Career with Menards Today! Are you looking to start an exciting ...

Medical Insurance and Dental Plans * On-the-job training * Advancement Opportunities * Promote-From-Within Culture Start Building your Career with Menards Today! Are you looking to start an exciting ...

Medical Insurance and Dental Plans * On-the-job training * Advancement Opportunities * Promote-From-Within Culture Start Building your Career with Menards Today! Are you looking to start an exciting ...

Medical Insurance and Dental Plans * On-the-job training * Advancement Opportunities * Promote-From-Within Culture Start Building your Career with Menards Today! Are you looking to start an exciting ...

Medical Insurance and Dental Plans * On-the-job training * Advancement Opportunities * Promote-From-Within Culture Start Building your Career with Menards Today! Are you looking to start an exciting ...

Medical Insurance and Dental Plans * On-the-job training * Advancement Opportunities * Promote-From-Within Culture Start Building your Career with Menards Today! Are you looking to start an exciting ...

Medical Insurance and Dental Plans * On-the-job training * Advancement Opportunities * Promote-From-Within Culture Start Building your Career with Menards Today! Are you looking to start an exciting ...

Medical Insurance and Dental Plans * On-the-job training * Advancement Opportunities * Promote-From-Within Culture Start Building your Career with Menards Today! Are you looking to start an exciting ...

Medical Insurance and Dental Plans * On-the-job training * Advancement Opportunities * Promote-From-Within Culture Start Building your Career with Menards Today! Are you looking to start an exciting ...

Medical Insurance and Dental Plans * On-the-job training * Advancement Opportunities * Promote-From-Within Culture Start Building your Career with Menards Today! Are you looking to start an exciting ...

Medical Insurance and Dental Plans * On-the-job training * Advancement Opportunities * Promote-From-Within Culture Start Building your Career with Menards Today! Are you looking to start an exciting ...

Medical Insurance and Dental Plans * On-the-job training * Advancement Opportunities * Promote-From-Within Culture Start Building your Career with Menards Today! Are you looking to start an exciting ...

Medical Insurance and Dental Plans * On-the-job training * Advancement Opportunities * Promote-From-Within Culture Start Building your Career with Menards Today! Are you looking to start an exciting ...

Medical Insurance and Dental Plans * On-the-job training * Advancement Opportunities * Promote-From-Within Culture Start Building your Career with Menards Today! Are you looking to start an exciting ...

Medical Insurance and Dental Plans * On-the-job training * Advancement Opportunities * Promote-From-Within Culture Start Building your Career with Menards Today! Are you looking to start an exciting ...

Medical Insurance and Dental Plans * On-the-job training * Advancement Opportunities * Promote-From-Within Culture Start Building your Career with Menards Today! Are you looking to start an exciting ...

Medical Insurance and Dental Plans * On-the-job training * Advancement Opportunities * Promote-From-Within Culture Start Building your Career with Menards Today! Are you looking to start an exciting ...

Medical Insurance and Dental Plans * On-the-job training * Advancement Opportunities * Promote-From-Within Culture Start Building your Career with Menards Today! Are you looking to start an exciting ...

Medical Insurance and Dental Plans * On-the-job training * Advancement Opportunities * Promote-From-Within Culture Start Building your Career with Menards Today! Are you looking to start an exciting ...

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Showing results 1-20

Trainee Insurance information

See Chicago, IL salary details

$26.3K

$44.8K

$65.4K

How much do trainee insurance jobs pay per year?

As of Aug 9, 2026, the average yearly pay for trainee insurance in Chicago, IL is $44,843.00, according to ZipRecruiter salary data. Most workers in this role earn between $34,000.00 and $52,500.00 per year, depending on experience, location, and employer.

What does a trainee insurance do?

A trainee insurance role typically involves learning the fundamentals of the insurance industry, including understanding different types of insurance policies, risk assessment, and customer service. Trainees often assist senior staff with policy administration, claims processing, and underwriting tasks. The position is designed to provide hands-on experience and training, allowing individuals to develop the skills needed for a successful career in insurance. Over time, trainees may have opportunities to specialize in areas like sales, claims, or underwriting, depending on their interests and company needs.

What are the key skills and qualifications needed to thrive as a trainee insurance professional?

To thrive as a Trainee Insurance professional, you need a basic understanding of insurance principles, analytical skills, and a relevant educational background such as a degree in finance, business, or economics. Familiarity with insurance software, CRM systems, and potentially industry certifications like CII (Chartered Insurance Institute) is advantageous. Strong communication, attention to detail, and a customer-focused mindset are standout soft skills in this role. These abilities are crucial for accurately assessing risk, building client trust, and ensuring efficient and compliant insurance operations.

What are some common challenges faced by trainee insurance professionals during their first year on the job?

Trainee insurance professionals often encounter challenges such as grasping complex policy details, adapting to regulatory requirements, and building effective communication skills with clients. Balancing administrative responsibilities with learning about different insurance products can also be demanding. However, with mentorship and on-the-job training, trainees gradually develop the confidence and expertise needed to succeed in the industry.

What is the difference between Trainee Insurance vs Insurance Agent?

AspectTrainee InsuranceInsurance Agent
Required CredentialsTypically no formal license, on-the-job trainingLicensed, often requires certification
Work EnvironmentTraining programs, supervised learningClient-facing, sales-focused
Employer & Industry UsageInsurance companies, training rolesInsurance agencies, sales roles

In summary, a Trainee Insurance is an entry-level position focused on learning and training within the insurance industry, often without requiring a license. An Insurance Agent, however, is a licensed professional responsible for selling insurance policies and advising clients. The trainee role is a stepping stone toward becoming a licensed insurance agent.

What are the most commonly searched types of Insurance jobs in Chicago, IL? The most popular types of Insurance jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Trainee Insurance jobs? Cities near Chicago, IL with the most Trainee Insurance job openings:
Infographic showing various Trainee Insurance job openings in Chicago, IL as of August 2026, with employment types broken down into 67% Full Time, and 33% Part Time. Highlights an 100% In-person job distribution, with an average salary of $44,843 per year, or $21.6 per hour.

Manager Trainee

Menards

Plainfield, IL • On-site

Other

Medical, Dental

Re-posted 3 days ago


Menards rating

7.3

Company rating: 7.3 out of 10

Based on 975 frontline employees who took The Breakroom Quiz

11th of 51 rated home improvement retailers


Job description

Manager Trainee

PLAINFIELD, IL

Manager Trainees

Full Time

$18.00 Per Hour

Make BIG Money at Menards!

Extra $3 per hour on Sat/Sun

Store Discount

Profit Sharing

Exclusive Discounts for gyms, car dealerships, cell phone plans, and more!

Flexible Scheduling

Medical Insurance and Dental Plans

On-the-job training

Advancement Opportunities

Promote-From-Within Culture

Start Building your Career with Menards Today!

Are you looking to start an exciting and rewarding career in Retail Management with a growing company? Our Manager Trainee Position is a paid, full-time, hands-on training program designed to develop and prepare you for the world of Menards Management.

As you progress through the Manager Trainee program, your General Management team, Department Managers, and Store Team Members will work alongside you to develop your understanding of our business and help prepare you to take on a management role in the near future!

Endless Career Advancement Opportunities

Menards success relies on our promote-from-within culture that is filled with home-grown leaders that have completed the Manager Trainee program. Upon completion of the program, you will be eligible to promote to any of our 330+ Store Locations, Corporate Office, Manufacturing Facilities, and Distribution Centers!

Are you

Motivated! Have a Passion for Excellence! Innovative! Driven! Goal Orientated!

Do you have

Outstanding Customer Service skills?

Ability to lead and develop a team?

Leadership experience or a Business-related degree preferred

If so, start building your career right away! Apply today!

We are now hiring with immediate openings and excited to help you begin your Menards career!

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What Menards employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom


Menard logo

About Menard

Sourced by ZipRecruiter

A family-owned company started in 1958, Menards® is headquartered in Eau Claire, Wisconsin and has more than 300 home improvement stores. Today, Menards® is known throughout the home improvement industry as the low price leader; it's no wonder our famous slogan Save BIG Money!® is so widely known and easy to remember. Menards® has always been committed to providing high-quality customer service. Whether it's through helping customers design and/or calculate projects with our Design-It Center and Project Calculator programs, helping with an order, answering questions about merchandise or how to do a project, our service to our customers is number one.

Industry

Retail

Company size

10,000+ Employees

Headquarters location

Truax, WI, US

Year founded

1958