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Insurance Apprentice Jobs in Chicago, IL (NOW HIRING)

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Insurance Apprentice information

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How much do insurance apprentice jobs pay per hour?

As of Aug 13, 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 is an insurance apprentice?

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.

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

To become an insurance apprentice with no experience, focus on developing basic knowledge of insurance principles, customer service skills, and attention to detail. Many programs accept candidates with a high school diploma and provide on-the-job training, so applying to entry-level positions or internships can help you gain relevant experience and certifications such as the Property and Casualty license.
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.

Underwriting Specialist OR Executive Underwriter - E&S Property

Zurich Insurance Group

Chicago, IL โ€ข On-site

$75K - $165K/yr

Full-time

Re-posted yesterday


Job description

Zurich is currently looking to hire an Underwriting Specialist or Executive Underwriter - E&S Property to join our team! We are open to candidates working out of one of the following locations: Chicago, IL, Atlanta, GA, or New York City. While this position will be based out of one of these locations, you will have the flexibility to work on a hybrid basis. You will partner with your manager to set a flexible work schedule that supports you, our customers, and our brokers and agents. This role will require you to be visible in the marketplace to meet with our agents and brokers and be in the office/market three days per week.
The E&S Property Underwriter will analyze and underwrite new and renewal business, regularly interacting and facing the market, under limited supervision, utilizing The Zurich Way of Underwriting Framework within delegated authority levels on assignments of moderate technical complexity ensuring a high-level service to customers. In this role you will be working with national wholesalers to drive growth with a focus on profitability.
This role will be filled at either an Underwriting Specialist or Executive Underwriter level. The hiring manager will determine the appropriate level based upon the selected applicant's experience and skillset relative to the qualifications listed for this position.
Responsibilities include:
  • Serving as a customer industry advocate with a focus on improving the customer experience by understanding their risk and offering the best end to end solution for their insurance needs.
  • Using a disciplined approach to exposure evaluation, risk assessment and pricing
  • Using risk insights, data, and models to drive informed decisions at point of sale
  • Market facing and production within the E&S Standard Property group
  • Administering and monitoring underwriting rules and guidelines, insurance laws and regulations and rating manual rules
  • Working within broad limits and authorities on highly complex assignments

Underwriting Specialist Required Qualifications:
  • High School Diploma or Equivalent and 3 or more years of experience in the Underwriting or Market Facing area.
    OR
  • High School Diploma or Equivalent and 6 or more years of experience in the Claims or Underwriting Support area
    OR
  • Zurich Certified Insurance Apprentice including an Associate Degree and 1 or more years of experience in the Underwriting or Market Facing area
    OR
  • Zurich Certified Insurance Apprentice including an Associate Degree and 4 or more years of experience in the Claims or Underwriting Support area
    AND
  • Knowledge of line/s of business and the legal and regulatory guidelines
  • Knowledge of time restraints for quotes on new and renewal busines
  • Experience with Microsoft Office

OR
Executive Underwriter Required Qualifications:
  • High School Diploma or Equivalent and 5 or more years of experience in the Underwriting or Market Facing area
    OR
  • High School Diploma or Equivalent and 10 or more years of experience in the Claims or Underwriting Support area
    OR
  • Zurich Certified Insurance Apprentice including an Associate Degree and 3 or more years of experience in the Underwriting or Market Facing area
    OR
  • Zurich Certified Insurance Apprentice including an Associate Degree and 8 or more years of experience in the Claims or Underwriting Support area

Preferred Qualifications:
  • Bachelor's Degree
  • Experience in E&S Property Underwriting
  • Strong negotiation skills and wholesale broker relationships nationwide
  • Strong verbal and written communication skills
  • Microsoft Office 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 combined salary range for this position is $75,000.00 - $165,000.00. The proposed salary range for the Underwriting Specialist is $75,000.00 - $125,000.00, with short-term incentive bonus eligibility set at 10%. The proposed salary range for the Executive Underwriter is $100,000.00 - $165,000.00, with Global Specialties Incentive Plan bonus eligibility set at 30%.
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 500ยฎ.
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 ยง 1033.
Please note: Zurich does not accept unsolicited CVs from agencies. Preferred vendors should use our Recruiting Agency Portal.
Location(s): AM - Chicago, AM - Atlanta, AM - New York
Remote Working: Hybrid
Schedule: Full Time
Employment Sponsorship Offered: No
Linkedin Recruiter Tag: #LI-WL1 LI-ASSOCIATE