Claims Adjuster Trainee

Progressive; Westborough (MA); Hybrid; USD 60,000 - 64,000; Full time

Benefits offered by this job

401(k) with company match

Medical, dental & vision

Wellness & mental health programs

Flexible spending accounts & life ins.

Paid time off & volunteer time off

Sick leave & disability

Parental & family leave

Diversity & ERGs

Career development & tuition aid

Job summary

Progressive is seeking a claims adjuster trainee to learn how to help customers recover after an accident. This hybrid role blends in-office days with remote work and features comprehensive training, coaching from leaders, and strong support from a collaborative team.

You’ll build relationships with customers over the phone, manage a full case load, and learn the claims process from start to finish while gaining expertise in property damage and insurance contracts.

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

Two years work experience + associate degree

Three years work experience

Job description

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 30 miles 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

Minimum 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 to 5:30pm


• Work schedule: Monday - Friday, 8:00am to 5:00pm or 9:00am to 6:00pm, based on business need, which we will cover while you're in training.

Location:

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 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.