1

Outside Property Claim Representative Trainee Jobs in Virginia

Property Adj

Fairfax, VA · On-site

$40K - $73K/yr

... claim information with evidence. * Sets loss reserves. * Prepares reports by collecting and ... Outside adjusters must have a valid driver's license. Must complete continuing education ...

Property Adj

Roanoke, VA · On-site

$40 - $101.40/hr

... claim information with evidence. * Sets loss reserves. * Prepares reports by collecting and ... Outside adjusters must have a valid driver's license. Must complete continuing education ...

next page

Showing results 1-20

Outside Property Claim Representative Trainee information

See Virginia salary details

$29.7K

$77.4K

$164.1K

How much do outside property claim representative trainee jobs pay per year?

As of Aug 18, 2026, the average yearly pay for outside property claim representative trainee in Virginia is $77,373.00, according to ZipRecruiter salary data. Most workers in this role earn between $52,000.00 and $89,200.00 per year, depending on experience, location, and employer.

What does an Outside Property Claim Representative Trainee do?

An Outside Property Claim Representative Trainee is an entry-level professional who learns to investigate, evaluate, and settle property insurance claims that occur outside the office, such as homes or businesses. They receive training on inspecting damages, interviewing policyholders and witnesses, and documenting claim details. Their work involves traveling to claim sites, assessing property damage, determining coverage, and negotiating settlements under supervision. As trainees, they gain hands-on experience and develop skills required for full claim representative roles.

What are the key skills and qualifications needed to thrive as an Outside Property Claim Representative Trainee?

To thrive as an Outside Property Claim Representative Trainee, you need a solid understanding of property insurance principles, investigative skills, and often a bachelor's degree or equivalent experience. Familiarity with claims management systems, digital inspection tools, and sometimes state adjuster licensing is typically required. Excellent communication, negotiation, and time management skills help you effectively interact with policyholders and resolve claims efficiently. These competencies are crucial for accurately assessing property damage, ensuring fair settlements, and maintaining customer satisfaction.

What are some common challenges faced by an Outside Property Claim Representative Trainee, and how can they be overcome?

As an Outside Property Claim Representative Trainee, a common challenge is managing a diverse and unpredictable caseload, often requiring travel to different properties and interacting with policyholders who may be experiencing stressful situations. Developing strong organizational skills and effective communication techniques can help navigate these challenges. Additionally, learning to balance empathy with objectivity while investigating claims and collaborating with contractors, adjusters, and colleagues is crucial for success and professional growth in this role.

What is the difference between Outside Property Claim Representative Trainee vs Outside Property Claim Adjuster?

AspectOutside Property Claim Representative TraineeOutside Property Claim Adjuster
CertificationsTypically required or preferred (e.g., state licensing)Often required or obtained during training
Work EnvironmentTraining phase, supervised fieldworkField inspections, claim assessments
Employer UsageTraining program within insurance companiesFull-time role handling claims independently
Search IntentEntry-level, training, career developmentClaim resolution, field work, decision-making

In summary, the Outside Property Claim Representative Trainee is an entry-level position focused on training and gaining experience, often requiring certifications and supervised work. The Outside Property Claim Adjuster is a fully responsible role where the individual independently assesses and settles claims in the field. Both roles are integral to the insurance industry but differ mainly in experience level and responsibilities.

How do you become an outside property claim representative trainee with no experience?

To become an outside property claim representative trainee, candidates typically need a high school diploma or equivalent. Employers often provide on-the-job training, and having strong communication, customer service skills, and basic knowledge of insurance policies can help you get started; some roles may also require a valid driver's license for fieldwork.

Is an outside property claim representative trainee a good job?

An outside property claim representative trainee role involves investigating and assessing property damage claims, often requiring strong communication, analytical skills, and knowledge of insurance policies. It can offer opportunities for career advancement in the insurance industry and may involve fieldwork and training programs. Job satisfaction depends on individual interests in claims handling, customer service, and the work environment.

What cities in Virginia are hiring for Outside Property Claim Representative Trainee jobs?

Cities in Virginia with the most Outside Property Claim Representative Trainee job openings:

Infographic showing various Outside Property Claim Representative Trainee job openings in Virginia as of August 2026, with employment types broken down into 1% As Needed, 82% Full Time, 15% Part Time, and 2% Contract. Highlights an 75% Physical, 1% Hybrid, and 24% Remote job distribution, with an average salary of $77,373 per year, or $37.2 per hour.

Workers Compensation Associate Claim Representative

The Travelers Indemnity Company

Richmond, VA • On-site

$52K - $86K/yr

Full-time

Medical, Life, Retirement, PTO

Posted 4 days ago


Job description

Who Are We?
Taking care of our customers, our communities and each other. That's the Travelers Promise. By honoring this commitment, we have maintained our reputation as one of the best property casualty insurers in the industry for over 170 years. Join us to discover a culture that is rooted in innovation and thrives on collaboration. Imagine loving what you do and where you do it.
Job Category
Claim
Compensation Overview
The annual base salary range provided for this position is a nationwide market range and represents a broad range of salaries for this role across the country. The actual salary for this position will be determined by a number of factors, including the scope, complexity and location of the role; the skills, education, training, credentials and experience of the candidate; and other conditions of employment. As part of our comprehensive compensation and benefits program, employees are also eligible for performance-based cash incentive awards.
Salary Range
$52,600.00 - $86,800.00
Target Openings
1
What Is the Opportunity?
As an Associate Claim Rep, Workers Compensation, you will receive comprehensive training in claim handling, customer service, and policy interpretation while working alongside experienced claim professionals. This position focuses on developing your skills and knowledge to successfully manage workers compensation claims.
This program can typically last up to 12 months and upon successful completion of this program you will have the skills needed to handle claims independently and progress toward full claims handling responsibility.
What Will You Do?
  • Actively participate in structured training classes covering insurance policies, specific claim processes, systems, and procedures, including virtual, classroom, and on-the-job training.
  • Assist in reviewing, investigating, and documenting Workers Compensation claims under close supervision.
  • Investigate, develop, and evaluate action plans for claim resolution. Assess coverage and determine if a claim is compensable under Workers Compensation including evaluating claims for potential fraud.
  • Participate in Telephonic and/or onsite File Reviews.
  • Learn how to determine coverage, compensability, and exposure based on policy terms and claim facts.
  • Gather information from policyholders, claimants, witnesses, and third-party providers.
  • Communicate and apprise all parties regarding claim status which may include our business customers, injured employees, medical providers, and legal counsel.
  • Maintain accurate records of claim activity in claim management systems.
  • Achieve a positive result by returning an injured party to work when appropriate. This may include coordinating medical treatment in collaboration with internal or external resources.
  • Demonstrate openness to continuous learning, particularly in AI and digital transformation.
  • Acquire and maintain relevant Insurance License(s) to comply with state and Travelers' requirements within three months of starting the job.
  • Perform other duties as assigned.

What Will Our Ideal Candidate Have?
  • Bachelor's Degree.
  • Previous internship or work experience in customer service or insurance.
  • Willingness to obtain an active adjuster license where required by state law.
  • Proficient in Microsoft Office (Word, Excel, Outlook); willingness to learn claims management.
  • Strong verbal and written communication skills with the ability to convey information clearly and professionally.
  • Ability to exercise sound judgement and make effective decisions within established authority.
  • Exceptional customer service skills and commitment to providing a positive experience for insureds and claimants.
  • Attention to detail and organizational skills; ability to manage multiple tasks and prioritize effectively.
  • Basic conflict resolution skills; willingness to learn techniques for facilitating productive discussions and negotiations.
  • Demonstrated openness to continuous learning.

What is a Must Have?
  • High School Diploma or GED and one year of customer service experience.

What Is in It for You?
  • Health Insurance: Employees and their eligible family members - including spouses, domestic partners, and children - are eligible for coverage from the first day of employment.
  • Retirement: Travelers matches your 401(k) contributions dollar-for-dollar up to your first 5% of eligible pay, subject to an annual maximum. If you have student loan debt, you can enroll in the Paying it Forward Savings Program. When you make a payment toward your student loan, Travelers will make an annual contribution into your 401(k) account. You are also eligible for a Pension Plan that is 100% funded by Travelers.
  • Paid Time Off: Start your career at Travelers with a minimum of 20 days Paid Time Off annually, plus nine paid company Holidays.
  • Wellness Program: The Travelers wellness program is comprised of tools, discounts and resources that empower you to achieve your wellness goals and caregiving needs. In addition, our mental health program provides access to free professional counseling services, health coaching and other resources to support your daily life needs.
  • Volunteer Encouragement: We have a deep commitment to the communities we serve and encourage our employees to get involved. Travelers has a Matching Gift and Volunteer Rewards program that enables you to give back to the charity of your choice.

Employment Practices
Travelers is an equal opportunity employer. We value the unique abilities and talents each individual brings to our organization and recognize that we benefit in numerous ways from our differences.
In accordance with local law, candidates seeking employment in Colorado are not required to disclose dates of attendance at or graduation from educational institutions.
If you are a candidate and have specific questions regarding the physical requirements of this role, please send us an email so we may assist you.
Travelers reserves the right to fill this position at a level above or below the level included in this posting.
To learn more about our comprehensive benefit programs please visit http://careers.travelers.com/life-at-travelers/benefits/.