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Progressive Casualty Insurance Company

Claims Adjuster Trainee

Progressive Casualty Insurance Company, West Middleton, Wisconsin, United States

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Progressive is dedicated to helping employees move forward and live fully in their careers. Your journey has already begun. Apply today and take the first step to Destination: Progress.

As a

claims adjuster trainee , you will learn how to help customers get back on the road after an accident. This is not a field position; you will be building relationships with customers over the phone. In a fast‑paced environment, you will learn how to resolve a full case load of claims efficiently while managing the claims process from start to finish. You will have the support of a collaborative team and ongoing coaching from leaders. We will 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. You will work in‑office two days that are selected by local leadership and choose to work the other three days—whether that is at home or in the office—for a period of 12 months. After that period, the days you will 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 will 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 are 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

Must‑have Qualifications

Three years of work experience OR

Bachelor's degree OR

Two years work experience and an associate degree

Schedule Monday – Friday, 8:30 am – 5:30 pm for the first four weeks during training, then 9:00 am – 6:00 pm.

Location 2505 E Evergreen Dr, Ste B, Appleton, WI or 8333 Greenway Blvd, Ste 200, Middleton, WI

Compensation

Once you complete training and pass any necessary testing requirements, your salary will be $54,000–$57,500/year; during training you will 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

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.

Equal Opportunity Employer

Energage recognizes Progressive as a 2025 Top Workplace for: Innovation, Purposes & Values, Work‑Life Flexibility, Compensation & Benefits, and Leadership.

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