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Insurance Adjuster Trainee Jobs in Massachusetts

Progressive

Claims Adjuster Trainee

Canton, MA · Hybrid

$59K - $63K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

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

Woburn, MA · Hybrid

$59K - $63K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

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

Westborough, MA · Hybrid

$59K - $63K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

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 ...

SAFETY INSURANCE COMPANY

Auto Claims Adjuster Trainee

Boston, MA · On-site

$50K - $55K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Safety Insurance is proud to be one of the leading property and casualty insurance providers in Massachusetts. We are committed to supporting independent agents and their customers through our ...

SAFETY INSURANCE COMPANY

Auto Claims Adjuster Trainee

Boston, MA · Hybrid

$53K - $69K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Safety Insurance is proud to be one of the leading property and casualty insurance providers in Massachusetts. We are committed to supporting independent agents and their customers through our ...

Geico

Auto Damage Trainee (Field)

Boston, MA

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

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)

Boston, MA · On-site +1

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

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 ...

All JobsInsurance Adjuster JobsInsurance Adjuster Trainee JobsInsurance Adjuster Trainee Jobs in Massachusetts

Insurance Adjuster Trainee information

See Massachusetts salary details

$22.5K

$53.4K

$93.3K

How much do insurance adjuster trainee jobs pay per year?

As of Aug 13, 2026, the average yearly pay for insurance adjuster trainee in Massachusetts is $53,371.00, according to ZipRecruiter salary data. Most workers in this role earn between $39,156.00 and $60,075.00 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 Massachusetts?

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

What are popular job titles related to Insurance Adjuster Trainee jobs in Massachusetts?

For Insurance Adjuster Trainee jobs in Massachusetts, the most frequently searched job titles are:

What job categories do people searching Insurance Adjuster Trainee jobs in Massachusetts look for?

The top searched job categories for Insurance Adjuster Trainee jobs in Massachusetts are:

What cities in Massachusetts are hiring for Insurance Adjuster Trainee jobs?

Cities in Massachusetts with the most Insurance Adjuster Trainee job openings:

Insurance Adjuster Trainee jobs near you
Infographic showing various Insurance Adjuster Trainee job openings in Massachusetts as of August 2026, with employment types broken down into 1% As Needed, 73% Full Time, 21% Part Time, and 5% Contract. Highlights an 92% Physical, 1% Hybrid, and 7% Remote job distribution, with an average salary of $53,371 per year, or $25.7 per hour.

Claims Adjuster Trainee

Progressive Casualty Insurance Company

Woburn, MA • On-site

$59K - $63K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 7 days ago

Progressive Insurance rating

8.7

Company rating: 8.7 out of 10

Based on 596 frontline employees who took The Breakroom Quiz

70th of 306 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.
You must reside within 30miles of Progressive's Canton, MA, Westborough, MA or Woburn, MA Claims office at: 250 Royall St., Canton, MA 02021, 2000 W. Park Dr #110, Westborough, MA 01581, or 300 Unicorn Park Dr., Woburn, MA 01801
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:
  • Training Schedule: Monday-Friday 8:30am-5:30pm
  • Work Schedule: Monday-Friday 8:00am-5:00pm and 9:00am-6:00pm, based on business need, which we will cover while you're in training.

Location: Canton, MA, Woburn, MA or Westborough, MA. You must reside within 30miles of Progressive's Canton, MA, Westborough, MA or Woburn, MA Claims office at: 250 Royall St., Canton, MA 02021, 2000 W. Park Dr #110, Westborough, MA 01581, or 300 Unicorn Park Dr., Woburn, MA 01801
Compensation
  • $59,500 - $63,500/yearly
  • 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

This position will be posted for a minimum of 2 business days or until a sufficient candidate pool has been collected
Energage recognizes Progressive as a 2025 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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