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Insurance Apprentice Jobs in Chicago, IL (NOW HIRING)

Apprentice Plumber

Hobart, IN · On-site

$100K/yr

Apprentice Plumber (Sponsored Apprenticeship Opportunities with Tuition & Schooling Support) Four ... Medical Insurance (employer subsidized) * Accident Insurance * Critical Illness Insurance

Apprentice Plumber

Elgin, IL · On-site

$50K - $100K/yr

Apprentice Plumber (Sponsored Apprenticeship Opportunities with Tuition & Schooling Support) Four ... Medical Insurance (employer subsidized) * Accident Insurance * Critical Illness Insurance

Apprentice Plumber (Sponsored Apprenticeship Opportunities with Tuition & Schooling Support) Four ... Medical Insurance (employer subsidized) * Accident Insurance * Critical Illness Insurance

CNC Machinist Apprentice

Wheeling, IL · On-site

$18.50 - $23.50/hr

Registered Apprentice-CNC Machining Dynomax, Inc is a family owned company that designs ... Company-paid life insurance * 401(k) Plan with a generous Company match * Paid holidays, vacation ...

CNC Machinist Apprentice

Arlington Heights, IL · On-site

$18 - $23/hr

Registered Apprentice-CNC Machining Dynomax, Inc is a family owned company that designs ... Company-paid life insurance * 401(k) Plan with a generous Company match * Paid holidays, vacation ...

CNC Machinist Apprentice

Arlington Heights, IL · On-site

$18 - $23/hr

Registered Apprentice-CNC Machining Dynomax, Inc is a family owned company that designs ... Company-paid life insurance * 401(k) Plan with a generous Company match * Paid holidays, vacation ...

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Showing results 1-20

Insurance Apprentice information

See Chicago, IL salary details

$12

$22

$38

How much do insurance apprentice jobs pay per hour?

As of Jun 16, 2026, the average hourly pay for insurance apprentice in Chicago, IL is $22.69, according to ZipRecruiter salary data. Most workers in this role earn between $17.84 and $24.76 per hour, depending on experience, location, and employer.

What are Insurance Apprentices?

Insurance Apprentices are entry-level professionals who learn about the insurance industry while working under the guidance of experienced mentors. They typically participate in a structured program that combines on-the-job training with classroom learning, gaining knowledge about various insurance products, policies, regulations, and customer service. The apprenticeship helps individuals develop both technical and soft skills needed for a career in insurance, and often leads to a permanent position upon successful completion.

What are the key skills and qualifications needed to thrive as an Insurance Apprentice, and why are they important?

To thrive as an Insurance Apprentice, you should have a solid grasp of basic mathematics, attention to detail, and an eagerness to learn about insurance principles, often supported by a high school diploma or equivalent. Familiarity with office software, customer relationship management (CRM) systems, and sometimes basic insurance certification courses are valuable. Strong communication, problem-solving abilities, and a proactive attitude help apprentices build relationships and adapt quickly in the workplace. These skills are essential for accurately handling client information, supporting experienced staff, and developing a successful insurance career.

What types of projects or assignments can an Insurance Apprentice expect to handle during their training period?

As an Insurance Apprentice, you can expect to be involved in a variety of hands-on assignments such as processing policy applications, assisting with claims investigation, and supporting customer service inquiries. You'll often shadow experienced agents and underwriters to learn about risk assessment and policy quoting. Apprentices also participate in administrative tasks and may help prepare client presentations or reports, providing a broad overview of the insurance business. This practical exposure is designed to build your confidence and understanding of the industry's workflows before taking on more responsibility.

What is the difference between Insurance Apprentice vs Insurance Agent?

AspectInsurance ApprenticeInsurance Agent
Required CredentialsTypically no formal licensing initially; may need to obtain licenses laterMust be licensed in the state to sell insurance
Work EnvironmentTraining programs, office settings, or on-the-job learningClient-facing, sales-focused, often in offices or client locations
Employer & Industry UsageEntry-level role within insurance companies or agenciesLicensed professionals working independently or for agencies
Search & Comparison IntentLearning role, entry-level position, trainingSales, licensing, client interaction

The main difference is that an Insurance Apprentice is an entry-level trainee often in training, while an Insurance Agent is a licensed professional actively selling insurance products. Apprentices typically focus on learning and gaining experience, whereas agents handle client interactions and sales after obtaining necessary licenses.

What are the most commonly searched types of Insurance jobs in Chicago, IL? The most popular types of Insurance jobs in Chicago, IL are:
Infographic showing various Insurance Apprentice job openings in Chicago, IL as of June 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $47,187 per year, or $22.7 per hour.
Auto PD DM Claims Specialist

Auto PD DM Claims Specialist

Zurich Insurance Group

Schaumburg, IL • On-site

Other

Posted 27 days ago


Job description

Zurich is hiring a Claims Specialist I to join our dynamic Auto Direct Markets Claims Team. This role offers an incredible opportunity to grow your expertise by interpreting, investigating, and evaluating auto policies and coverage issues while mastering claims handling and industry best practices.

As a Claims Specialist, you will manage auto liability property damage and Direct Market/Garagekeepers losses involving dealership inventory and vendors responsible for customer vehicles. You'll own your claims from start to finish, resolving them efficiently while building strong partnerships with customers and brokers. In doing so, you'll play a key role in Zurich's commitment to exceptional service.

At Zurich North America Claims we acknowledge that work life-balance and flexibility are a priority when it comes to choosing your next career move. Designed with our employees' needs in mind, the ZNA Claims hybrid work model emphasizes flexibility, allowing claims employees to conduct individual work in their preferred location, while facilitating in-person connections and collaborative activities when meaningful and valuable. While the model provides a high level of flexibility and autonomy, occasional circumstances requiring in-office attendance should be expected. 

Candidates for this role should be able to report on a hybrid work schedule to one of our North American Claims office locations, including: Atlanta, GA; Addison, TX; Schaumburg, IL; Omaha, NE

Required Qualifications:

  • Bachelors Degree and 2 or more years of experience in the Claims or Insurance area
    OR
  • Zurich Certified Insurance Apprentice including an Associate Degree and 2 or more years of experience in the Claims or Insurance area
    OR
  • High School Diploma or Equivalent and 4 or more years of experience in the Claims or Insurance area
    OR
  • Completion of Zurich Claims Training Program and 2 or more years of experience in the Claims or Insurance area
    AND
  • Must obtain and maintain required adjuster license(s)
  • Microsoft Office experience
  • Knowledge of insurance regulations, markets and products
  • Prior experience in auto claims handling, insurance claims, or a related customer service field. Understanding of auto insurance policies, coverage, and state regulations.

Preferred Qualifications:

  • 4+ years of experience handling Auto Liability Property Damage (PD) claims, including investigation, liability determination, and damage evaluation.
  • Direct experience managing Garagekeepers coverage claims, including losses involving dealership inventory and customer vehicles in the care, custody, or control of an insured.
  • Experience handling Direct Market auto claims, including third-party property damage exposures.
  • Familiarity with dealership operations, service departments, and vendor relationships impacting customer vehicle claims.
  • Strong understanding of negligence principles, subrogation, and vendor liability exposure.
  • Experience reviewing and interpreting garage policies, endorsements, and coverage forms.
  • Ability to manage complex claims involving multiple parties, vendors, and disputed liability.
  • Strong understanding of insurance industry terminology
  • Proven analytical and organizational skills
  • Ability to multi-task and adapt in a fast-paced, changing environment
  • Excellent communication and interpersonal skills

Your pay at Zurich is based on your role, location, skills, and experience. We follow local laws to ensure fair compensation. You may also be eligible for bonuses and merit increases. If your expectations are above the listed range, we still encourage you to apply-your unique background matters to us. The pay range shown is a national average and may vary by location. The proposed Salary range for this position is $49,500.00 - $81,000.00, with short-term incentive bonus eligibility set at 10%.

We offer competitive pay and comprehensive benefits for employees and their families. [Learn more about Total Rewards here.]

 

Why Zurich?

At Zurich, we value your ideas and experience. We offer growth, inclusion, and a supportive environment-so you can help shape the future of insurance. Zurich North America is a leader in risk management, with over 150 years of expertise and coverage across 25+ industries, including 90% of the Fortune 500.

Join us for a brighter future-for yourself and our customers.

Zurich in North America does not discriminate based on race, ethnicity, color, religion, national origin, sex, gender expression, gender identity, genetic information, age, disability, protected veteran status, marital status, sexual orientation, pregnancy or other characteristics protected by applicable law. Equal Opportunity Employer disability/vets.

Zurich complies with 18 U.S. Code 1033.

 

Please note: Zurich does not accept unsolicited CVs from agencies. Preferred vendors should use our Recruiting Agency Portal.

Location(s): AM - Addison, AM - Atlanta, AM - Gold River, AM - Omaha, AM - Schaumburg
Remote Working: Hybrid
Schedule: Full Time
Employment Sponsorship Offered: No 
Linkedin Recruiter Tag: #LI-JM1 #LI-ASSOCIATE #LI-HYBRID