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Contract Insurance Adjuster Jobs in Wisconsin (NOW HIRING)

Progressive

Claims Adjuster Trainee

Hudson, WI · Hybrid

$56K - $60K/yr

As a claims adjuster trainee , you'll learn how to help customers get back on the road after an ... insurance contracts so you can confidently and independently adjust claims. This is a hybrid role ...

Progressive

Claims Adjuster Trainee

Mcfarland, WI · Hybrid

$54K - $57K/yr

As a claims adjuster trainee , you'll learn how to help customers get back on the road after an ... insurance contracts so you can confidently and independently adjust claims. This is a hybrid role ...

Progressive

Claims Adjuster Trainee

Middleton, WI · Hybrid

$54K - $57K/yr

As a claims adjuster trainee , you'll learn how to help customers get back on the road after an ... insurance contracts so you can confidently and independently adjust claims. This is a hybrid role ...

Progressive

Claims Adjuster Trainee

Menomonie, WI · Hybrid

$54K - $57K/yr

As a claims adjuster trainee , you'll learn how to help customers get back on the road after an ... insurance contracts so you can confidently and independently adjust claims. This is a hybrid role ...

Progressive

Claims Adjuster Trainee

Eau Claire, WI · Hybrid

$54K - $57K/yr

As a claims adjuster trainee , you'll learn how to help customers get back on the road after an ... insurance contracts so you can confidently and independently adjust claims. This is a hybrid role ...

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Showing results 1-20

All JobsContract Insurance Adjuster JobsContract Insurance Adjuster Jobs in Wisconsin

Contract Insurance Adjuster information

See Wisconsin salary details

$19.7K

$75.4K

$111.5K

How much do contract insurance adjuster jobs pay per year?

As of Sep 7, 2026, the average yearly pay for contract insurance adjuster in Wisconsin is $75,378.00, according to ZipRecruiter salary data. Most workers in this role earn between $48,400.00 and $100,900.00 per year, depending on experience, location, and employer.

What is a contract insurance adjuster?

Contract insurance adjusters are professionals who work independently or through third-party firms to investigate and assess insurance claims on behalf of insurance companies. Unlike staff adjusters, who are direct employees, contract adjusters are hired on a temporary or project basis, often during periods of high claim volume or for specialized cases. They evaluate damages, determine coverage, and negotiate settlements with policyholders or claimants. Their role helps ensure that insurance claims are processed efficiently and fairly, especially during catastrophic events or in areas with staffing shortages.

What are the key skills and qualifications needed to thrive as a contract insurance adjuster?

To thrive as a Contract Insurance Adjuster, you need a solid understanding of insurance policies, claims investigation, and relevant state licensing. Familiarity with claims management software, estimating tools like Xactimate, and industry certifications such as AIC or CPCU are commonly required. Strong analytical thinking, negotiation abilities, and effective communication help build trust with clients and resolve claims efficiently. These skills ensure accurate claim assessments, regulatory compliance, and positive client relationships in a highly detail-oriented field.

What are some common challenges faced by contract insurance adjusters when managing multiple claims simultaneously?

Contract Insurance Adjusters often handle several claims at once, which can be challenging due to varying deadlines, complex documentation requirements, and frequent communication with clients, claimants, and other parties. Staying organized and prioritizing tasks is essential to ensure timely investigations and accurate reporting. Adjusters must also adapt to different types of claims and policy guidelines, while maintaining strong customer service and compliance with legal standards.

How do independent insurance adjusters get jobs?

Independent insurance adjusters typically find work through staffing agencies, insurance companies, or online job boards that specialize in claims adjusting. Building a network of contacts and obtaining relevant certifications, such as the Certified Adjuster designation, can also help secure assignments. Many adjusters work on a contract basis, responding to claims as needed in various locations.

What are the most commonly searched types of Insurance Adjuster jobs in Wisconsin?

The most popular types of Insurance Adjuster jobs in Wisconsin are:

What are popular job titles related to Contract Insurance Adjuster jobs in Wisconsin?

For Contract Insurance Adjuster jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Contract Insurance Adjuster jobs in Wisconsin look for?

The top searched job categories for Contract Insurance Adjuster jobs in Wisconsin are:

Contract Insurance Adjuster jobs near you
Infographic showing various Contract Insurance Adjuster job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 84% Physical, 1% Hybrid, and 15% Remote job distribution, with an average salary of $75,378 per year, or $36.2 per hour.

Claims Adjuster Trainee

Progressive Casualty Insurance Company

Hudson, WI • On-site

$56K - $60K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 9 days ago

Progressive Insurance rating

8.6

Company rating: 8.6 out of 10

Based on 601 frontline employees who took The Breakroom Quiz

96th of 315 rated insurance

Job description

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'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: Monday - Friday, 8:30 am - 5:30 pm for the first four weeks during training, then 9:00 am - 6:00 pm.
Location: 2010 O'Neil Rd, Ste B, Hudson, WI 54016
Compensation
  • Once you complete training and pass any necessary testing requirements, your salary will be $56,500-$60,000/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.
For ideas about how you might be able to protect yourself from job scams, visit our scam-awareness page at https://www.progressive.com/careers/how-we-hire/faq/job-scams/
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