ZipRecruiter

Log In

2

Remote Adjuster Trainee Jobs in Milwaukee, WI (NOW HIRING)

CBCS

Workers Compensation Claims Adjuster

Milwaukee, WI · On-site +1

$65K - $84K/yr

Workers Compensation Claims Adjuster Location: Work from Home Who says you can't have it all? Cottingham & Butler Claims Services (CBCS) is offering the opportunity to work in a fast-paced and ...

All JobsAdjuster JobsRemote Adjuster Trainee JobsRemote Adjuster Trainee Jobs in Milwaukee, WI

Remote Adjuster Trainee information

What is a remote adjuster trainee?

A Remote Adjuster Trainee is an entry-level professional who is learning how to investigate and evaluate insurance claims from a remote location, such as their home. They work under the guidance of experienced adjusters to assess damages, determine coverage, and help settle claims. The trainee position is designed to provide on-the-job training and experience in claims handling, customer service, and industry software. Over time, trainees gain the skills needed to handle claims independently and may eventually become fully licensed adjusters.

What are the key skills and qualifications needed to thrive as a remote adjuster trainee?

To thrive as a Remote Adjuster Trainee, you need strong analytical skills, attention to detail, and a foundational understanding of insurance principles, often supported by a relevant degree or industry coursework. Familiarity with claims management software, digital communication tools, and sometimes a state adjuster license is typically required. Excellent written communication, empathy, and problem-solving abilities help you effectively interact with clients and resolve claims efficiently. These skills are crucial for accurately evaluating claims, ensuring customer satisfaction, and maintaining compliance in a remote work environment.

What are some common challenges faced by remote adjuster trainees during their initial months, and how can they overcome them?

Remote Adjuster Trainees often encounter challenges such as learning to accurately assess claims without in-person inspections, managing a high volume of cases, and adapting to new software platforms. Success in this role requires strong communication skills to effectively gather information from claimants and colleagues, as well as diligent time management to meet deadlines. Proactively seeking feedback from experienced adjusters and participating in ongoing training can help trainees build confidence and expertise more quickly.

What is the difference between Remote Adjuster Trainee vs Remote Claims Adjuster?

AspectRemote Adjuster TraineeRemote Claims Adjuster
CertificationsMay require basic licensing or training programsTypically requires state licensing and certifications
Work EnvironmentTraining period, supervised, learning-focusedIndependent work, claims assessment, decision-making
Job ResponsibilitiesLearning claims processes, shadowing adjustersEvaluating claims, negotiating settlements
Industry UsageEntry-level, training phase in insurance claimsFull-fledged role handling claims independently

The main difference is that a Remote Adjuster Trainee is in a learning phase, often requiring training and supervision, while a Remote Claims Adjuster is an experienced professional responsible for evaluating and settling claims independently. The trainee role prepares individuals for the full claims adjuster position, which involves more responsibility and certification requirements.

What are popular job titles related to Remote Adjuster Trainee jobs in Milwaukee, WI?

For Remote Adjuster Trainee jobs in Milwaukee, WI, the most frequently searched job titles are:

What job categories do people searching Remote Adjuster Trainee jobs in Milwaukee, WI look for?

The top searched job categories for Remote Adjuster Trainee jobs in Milwaukee, WI are:

Remote Adjuster Trainee jobs near you
Infographic showing various Remote Adjuster Trainee job openings in Milwaukee, WI as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution.

Senior Workers Compensation Claims Adjuster

Gallagher

Waukesha, WI • Remote

$66K - $85K/yr

Full-time

Re-posted 17 days ago

Arthur J. Gallagher & Co. rating

7.6

Company rating: 7.6 out of 10

Based on 93 frontline employees who took The Breakroom Quiz

215th of 315 rated insurance

Job description

Introduction
At Gallagher Bassett, we're there when it matters most because helping people through challenging moments is more than just our job, it’s our purpose. Every day, we help clients navigate complexity, support recovery, and deliver outcomes that make a real difference in people’s lives. It takes empathy, precision, and a strong sense of partnership—and that’s exactly what you’ll find here. We’re a team of fast-paced fixers, empathetic experts, and outcomes drivers — people who care deeply about doing the right thing and doing it well. Whether you're managing claims, supporting clients, or improving processes, you’ll play a vital role in helping businesses and individuals move forward with confidence. Here, you’ll be supported by a culture that values teamwork, encourages curiosity, and celebrates the impact of your work. Because when you’re here, you’re part of something bigger. You’re part of a team that shows up, stands together, and leads with purpose.

Overview

Role specifics: 

  • Claims Background: Workers Compensation
  • Jurisdictional Experience: WI/IA
  • Active Adjusters' licenses: IA
  • Location: This role is eligible for fully remote work 

How you'll make an impact
  • Apply claims management experience to execute decision-making to analyze claims exposure, plan the proper course of action, and appropriately resolve claims.
  • Interact extensively with various parties involved in the claim process to ensure effective communication and resolution.
  • Provide exceptional customer service to our claimants on behalf of our clients exhibiting empathy through each step of the claims process
  • Handle claims consistent with clients' and corporate policies, procedures, and standard methodologies in accordance with statutory, regulatory, and ethics requirements.
  • Document and communicate claim activity timely and efficiently, supporting the outcome of the claim file. 

About You

As a key member of our experienced Claims Adjuster team, you will: 

  • Investigate, evaluate, and resolve complex workers compensation claims applying your analytical skills to make informed decisions and bring claims to resolution.
  • Work in partnership with our clients to deliver innovative solutions and enhance the claims management process
  • Think critically, solve problems, plan, and prioritize tasks to optimally serve clients and claimants

Required Qualifications: 

  • High School Diploma.
  • Minimum of 5 years related claims experience.
  • Appropriately licensed and/or certified in all states in which claims are being handled.
  • Knowledge of accepted industry standards and practices.
  • Computer experience with related claims and business software. 

Desired: 

  • Bachelor's Degree

#LI-KD1

#LI-Remote

#WorkersComp


Compensation and benefits

At Gallagher, we believe supporting our colleagues goes far beyond the role itself. For more information, visit our Benefits page.

  • Competitive compensation
  • Comprehensive benefits programs designed to support your well-being 
  • Career development opportunities and ongoing learning 
  • A collaborative, people-first culture with accessible leadership 
  • The opportunity to do meaningful work with global reach and local impact 

At Gallagher, we are dedicated to building an inclusive and authentic workplace. If your past experience doesn’t align perfectly, we encourage you to join our Talent Community to stay connected to additional career opportunities. At times, we will consider transferable skills from previous roles.

Gallagher is an affirmative action/equal opportunity employer (Minorities/Females/Veterans/Disabled)

Qualifications:

As a key member of our experienced Claims Adjuster team, you will: 

  • Investigate, evaluate, and resolve complex workers compensation claims applying your analytical skills to make informed decisions and bring claims to resolution.
  • Work in partnership with our clients to deliver innovative solutions and enhance the claims management process
  • Think critically, solve problems, plan, and prioritize tasks to optimally serve clients and claimants

Required Qualifications: 

  • High School Diploma.
  • Minimum of 5 years related claims experience.
  • Appropriately licensed and/or certified in all states in which claims are being handled.
  • Knowledge of accepted industry standards and practices.
  • Computer experience with related claims and business software. 

Desired: 

  • Bachelor's Degree

#LI-KD1

#LI-Remote

#WorkersComp

Education:UNAVAILABLEEmployment Type: FULL_TIME

What Arthur J. Gallagher & Co. employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom

Apply