Claims Adjuster Trainee

Progressive Insurance; Illinois; Hybrid; USD 60,000 - 64,000; Full time

Benefits offered by this job

401(k) with company match up to 6%

Medical, dental & vision insurance

Wellness & mental health programs

Health care flexible spending accounts

Parental & family leave

Paid time off

Career development & tuition support

Job summary

Progressive Insurance in Chicago, IL is seeking a claims adjuster trainee to learn how to help customers get back on the road after an accident. This hybrid role combines in-office collaboration with remote work, and includes comprehensive training on property damage and insurance contracts to enable independent claims adjustment.

You will interview customers, determine coverage and liability, and coordinate with appraisers to manage vehicle repairs, while earning a competitive salary during

Qualifications

• Three years of work experience OR
• Bachelor’s degree OR
• Two years work experience and an associate degree

Responsibilities

• Determine coverage
• Determine liability (who’s at fault for the damages)
• Interview customers, claimants, and witnesses
• Partner with appraisers/estimators to manage vehicle repairs
• Negotiate with customers and other insurance carriers and resolve claims

Education

Bachelor’s degree

Associate degree

Three years of work experience

Job description

Progressive is dedicated to helping employees move forward and live fully in their careers. Your journey has already begun.

As a claims adjuster trainee, you’ll learn how to help customers get back on the road after an accident. This is not a field position, which means you’ll be building relationships with customers over the phone. In a fast-paced environment, you’ll learn how to resolve a full case load of claims efficiently while managing the claims process from start to finish. You’ll have the support of a collaborative team and ongoing coaching from leaders. We’ll also teach you the insurance stuff - providing in-depth training on property damage and insurance contracts so you can confidently and independently adjust claims.

This is a hybrid role, which means you’ll work in-office two days that are selected by local leadership and choose where you want to work the other three days, whether that’s at home or in the office, for a period of 12 months. After that period, the days you’ll be expected to report to an office for important meetings, training, and collaboration will vary based on business need. In this hybrid work environment, you’ll be supported by your leaders and tenured colleagues to develop relationships, establish connections, and share practices that are important to your development. If you prefer an in-office environment, you’re welcome to work in the office as often as you would like.

Duties & responsibilities (upon completion of training)

• Determine coverage
• Determine liability (who’s at fault for the damages)
• Interview customers, claimants, and witnesses
• Partner with appraisers/estimators to manage vehicle repairs
• Negotiate with customers and other insurance carriers and resolve claims
• Minimum qualifications
• Three years of work experience OR
• Bachelor’s degree OR
• Two years work experience and an associate degree

Schedule

Training: Monday-Friday, 8:30 AM-5:30 PM; Onboarding: Monday-Friday 8:00 AM-5:00 PM; Work Schedule after onboarding: Monday-Friday, 9:0 AM-6:00 PM, based on business need

Location

200 N La Salle St., Ste 2725, Chicago, IL 60601

Compensation

• Once you complete training and pass any necessary testing requirements, your salary range will be $59,500 - $63,500/year, however, during training, you'll be paid hourly based on your annual salary
• Gainshare annual cash incentive payment up to 16% of your eligible earnings based on company performance

Benefits

• 401(k) with dollar-for-dollar company match up to 6%
• Medical, dental & vision, including free preventative care
• Wellness & mental health programs
• Health care flexible spending accounts, health savings accounts, & life insurance
• Paid time off, including volunteer time off
• Paid & unpaid sick leave where applicable, as well as short & long-term disability
• Parental & family leave; military leave & pay
• Diverse, inclusive & welcoming culture with Employee Resource Groups
• Career development & tuition assistance

Energage recognizes Progressive as a 2026 Top Workplace for: Innovation, Purposes & Values, Work-Life Flexibility, Compensation & Benefits, and Leadership.

Equal Opportunity Employer

Applicants must be authorized to work for any employer in the U.S. without the need or potential need, of current or future sponsorship for employment. Progressive does not hire candidates with (e.g., F-1 CPT, OPT, or STEM OPT, H-1B, O-1, E-3, TN) statuses for this role.

We’ll consider qualified applicants with arrest and conviction records. Note that federal law may prohibit individuals with certain felony convictions from working in the insurance industry unless they have obtained the required regulatory authorization.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.