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Insurance Adjuster Trainee Jobs in Chicago, IL (NOW HIRING)

Progressive

Claims Adjuster Trainee

Schaumburg, IL · Hybrid

$59K - $63K/yr

As a claims adjuster trainee , you'll learn how to help customers get back on the road after an ... We'll also teach you the insurance stuff - providing in-depth training on property damage and ...

Progressive

Claims Adjuster Trainee

Schererville, IN · Hybrid

$54K - $57K/yr

As a claims adjuster trainee , you'll learn how to help customers get back on the road after an ... We'll also teach you the insurance stuff - providing in-depth training on property damage and ...

Geico

Auto Damage Trainee (Field)

Chicago, IL

Consult with involved parties, review insurance contracts, inspect vehicles, write estimates, and ... Active Adjusters license preferred(training and exam fees provided). * High School Diploma or ...

GEICO

Auto Damage Trainee (Field)

Chicago, IL · On-site +1

Consult with involved parties, review insurance contracts, inspect vehicles, write estimates, and ... Active Adjusters license preferred (training and exam fees provided). * High School Diploma or GED ...

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All JobsInsurance Adjuster JobsInsurance Adjuster Trainee JobsInsurance Adjuster Trainee Jobs in Chicago, IL

Insurance Adjuster Trainee information

See Chicago, IL salary details

$29.9K

$33.5K

$36.1K

How much do insurance adjuster trainee jobs pay per year?

As of Aug 4, 2026, the average yearly pay for insurance adjuster trainee in Chicago, IL is $33,479.00, according to ZipRecruiter salary data. Most workers in this role earn between $31,900.00 and $35,000.00 per year, depending on experience, location, and employer.

What does an insurance adjuster trainee do?

An insurance adjuster trainee assists experienced adjusters in investigating insurance claims, evaluating damages, and determining coverage and settlement amounts. They learn to review reports, inspect property or vehicle damage, and use claims management software as part of their training process.

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

Insurance Adjuster Trainees often encounter challenges such as learning to balance a high volume of claims while ensuring accuracy and thorough documentation. Adapting to frequent travel or fieldwork, managing emotional interactions with clients after losses, and mastering company-specific software can also be demanding. However, most organizations provide mentorship and structured training to help trainees develop these skills and build confidence in their decision-making. With experience, trainees typically find it easier to manage these aspects and progress to more independent roles.

What are the key skills and qualifications needed to thrive as an insurance adjuster trainee?

To thrive as an Insurance Adjuster Trainee, you need strong analytical skills, attention to detail, and a foundational knowledge of insurance principles, often supported by a high school diploma or bachelor's degree. Familiarity with claims management software, digital documentation tools, and, in some states, an adjuster license or certification is typically required. Excellent communication, negotiation, and customer service skills help you effectively interact with clients and resolve claims. These skills are vital to accurately assessing claims, ensuring regulatory compliance, and maintaining customer satisfaction throughout the claims process.

What is an insurance adjuster trainee?

An Insurance Adjuster Trainee is an entry-level professional who learns how to investigate and evaluate insurance claims. They work under the supervision of experienced adjusters to inspect property damage, interview claimants and witnesses, and determine the extent of an insurer's liability. During the training period, trainees gain practical experience, learn industry regulations, and develop the skills necessary to handle claims independently in the future.

What is the difference between Insurance Adjuster Trainee vs Insurance Adjuster?

AspectInsurance Adjuster TraineeInsurance Adjuster
Required CredentialsMay require a license or exam, training programsState licensing often required, more experience
Work EnvironmentTraining period, supervised, office and fieldIndependent claims assessment, field and office
Employer & Industry UsageEntry-level, insurance companies, claims departmentsFull professional role, insurance companies, third-party firms

The main difference is that an Insurance Adjuster Trainee is in a learning phase, often requiring training and supervision, while an Insurance Adjuster is a fully qualified professional responsible for evaluating claims independently. Trainees gain experience and licensing, progressing to full adjuster roles upon completion.

How to train to become an insurance adjuster?

To train as an insurance adjuster, individuals typically complete a pre-licensing course approved by their state, which covers insurance policies, claims handling, and legal principles. Afterward, they must pass a licensing exam and may pursue on-the-job training or internships to gain practical experience, along with developing skills in communication, investigation, and report writing.
What are the most commonly searched types of Insurance Adjuster jobs in Chicago, IL? The most popular types of Insurance Adjuster jobs in Chicago, IL are:
What are popular job titles related to Insurance Adjuster Trainee jobs in Chicago, IL? For Insurance Adjuster Trainee jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Insurance Adjuster Trainee jobs in Chicago, IL look for? The top searched job categories for Insurance Adjuster Trainee jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Insurance Adjuster Trainee jobs? Cities near Chicago, IL with the most Insurance Adjuster Trainee job openings:
Insurance Adjuster Trainee jobs near you
Infographic showing various Insurance Adjuster Trainee job openings in Chicago, IL as of July 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $33,479 per year, or $16.1 per hour.

Auto Claims Adjuster Trainee

First Chicago Insurance

Chicago, IL

$20 - $30/hr

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 7 days ago

First Chicago Insurance rating

5.7

Company rating: 5.7 out of 10

Based on 7 frontline employees who took The Breakroom Quiz

287th of 301 rated insurance

Job description

Attention Recent and Upcoming College Grads!

Are you ready to rev up your career? Join First Chicago Insurance Company as a Full-Time Auto Claims Adjuster Trainee! This is your opportunity to dive headfirst into the dynamic world of insurance, surrounded by an energetic team that thrives on innovation and excellence. As you embark on this exciting journey, you'll develop invaluable skills in claims resolution while embracing a customer-centric approach. Experience the thrill of being onsite, where collaboration and fun are at the heart of everything we do.


Be part of a culture that encourages high performance and celebrates your achievements. Your future starts here, and we can't wait to see the impact you'll make! You will be provided with great benefits such as Medical, Dental, Vision Reimbursement, 401(k), Flexible Spending Account, Competitive Salary, Paid Time Off and Holidays, Tuition Reimbursement, Wellness Program, Commitment to your Training and Development, Work Hard Play Hard Days, and Fun events. Don't miss out-apply today!


First Chicago Insurance Company (FCIC): What drives us

Are you preparing for your upcoming graduation and starting your career? Are you a recent college grad looking for that perfect opportunity? If you are looking for a rewarding career in the insurance industry, and not just a job, we have the perfect opportunity for YOU! We offer the training and support to start your career in the insurance industry!


Are you excited about this Auto Claims Adjuster Trainee job?

As a Full-Time Auto Claims Adjuster Trainee at First Chicago Insurance Company, your day-to-day activities will be both engaging and rewarding! We will provide you with a top-notch training program, diving into training sessions designed to enhance your understanding of the claims process. Each day, you'll handle incoming claims by investigating details, corresponding with customers, and evaluating damages-all while maintaining a customer-first mindset. Your schedule will typically run Monday through Friday, allowing for a balanced work-life rhythm.

You'll have the chance to shadow experienced professionals, learn the ropes, and gradually take on more responsibilities as you grow in your role. Get ready to challenge yourself and thrive in an environment where every day is a new adventure!


Are you the Auto Claims Adjuster Trainee we're looking for?

To excel as a Full-Time Auto Claims Adjuster Trainee at First Chicago Insurance Company, you'll need a dynamic skill set that empowers you to navigate the fast-paced insurance landscape effectively. Excellent analytical abilities are essential, as you'll be evaluating claims details and making informed decisions. Organizational skills will be your best friend, helping you manage multiple cases while staying on top of deadlines. Interpersonal skills are crucial for building rapport with clients, ensuring you can communicate effectively and empathically. Your verbal and written communication skills will shine as you engage in meaningful conversations over the phone and through documentation.

Familiarity with software tools for claims processing will be beneficial as you dive into the systems used for managing and analyzing claims data. With these skills in your arsenal, you'll be set for success in this thrilling new career path!


Knowledge and skills required for the position are:

  1. Excellent analytical, organizational, interpersonal and communication (verbal, written, and phone) skills
  2. Previous customer service experience
  3. In-Office and Hands-On Training!

Ready to join our team?

So, what do you think? If you feel this is the right job for you, go ahead and apply! We look forward to meeting you!

First Chicago Insurance Company provides a competitive benefits package for all full-time employees. Following are some of the perks First Chicago employees receive:

  • Competitive Salaries
  • Commitment to your Training & Development
  • Medical and Dental
  • Telemedicine Benefit
  • 401k with a generous company match
  • Paid Time Off and Paid Holidays
  • Tuition Reimbursement Training Programs
  • Wellness Program
  • Fun company sponsored events and so much more!

Estimated Compensation Range: $20/hr.-$30/hr.*

*Published ranges are estimates. Offered compensation will be based on experience, skills, education, certifications, and geographic location.

What First Chicago Insurance employees say

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