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Insurance Estimator Remote Jobs in Oregon (NOW HIRING)

Account Executive

Portland, OR · Remote

$137K - $171K/yr

Our highly trained Account Executives present specialized commercial insurance, 401K, and life ... An industry-leading line of products and services Total currently estimated projected compensation ...

Actuarial Analyst

OR · On-site +1

$56K - $101K/yr

We're hiring Actuarial Analysts - Remote These opportunities are designed for individuals committed ... Position Purpose: Assist in financial analysis, pricing and risk assessment to estimate outcomes.

Claims Examiner

OR · On-site +1

Remote Department: Flood - Quality Assurance Primary Duties * Reviews incoming moderate to complex ... estimates. MINIMUM REQUIREMENTS * High School Diploma or GED. * Requires an All Lines Insurance ...

Sr. Electrical Engineer

OR · On-site +1

$100K - $160K/yr

Storage - Estimating Engineering A DAY IN THE LIFE As a Senior Electrical Engineer, you'll play a ... Dental and Vision insurance * Education Assistance (Tuition Reimbursement) * Work/Life balance

Sr. Engineer - Civil & Structures

OR · On-site +1

$100K - $160K/yr

Wind - Estimating Engineering * Storage - Estimating Engineering A DAY IN THE LIFE As a Senior ... Dental and Vision insurance * Education Assistance (Tuition Reimbursement) * Work/Life balance

Showing results 21-40

Insurance Estimator Remote information

What does an insurance estimator do when working remotely?

A remote Insurance Estimator evaluates claims and determines the cost of repairing or replacing damaged property, vehicles, or other insured items without needing to work from a central office. They review photos, videos, and documentation submitted online, communicate with clients and adjusters via email or phone, and use specialized software to prepare detailed estimates. This role requires strong analytical skills, attention to detail, and the ability to work independently while meeting deadlines.

What are the key skills and qualifications needed to thrive as an insurance estimator remote?

To thrive as a remote Insurance Estimator, you need strong analytical skills, attention to detail, and a background in insurance, construction, or a related field, often supported by industry certifications. Proficiency with estimating software such as Xactimate, Symbility, and digital claims management systems is essential. Excellent communication, organization, and self-motivation are vital soft skills for collaborating virtually and managing workloads independently. These skills ensure accurate, timely estimates and effective remote collaboration with clients and colleagues, which are critical for customer satisfaction and business success.

How does an insurance estimator working remotely typically collaborate with adjusters and clients during the claims process?

As a remote Insurance Estimator, effective collaboration with adjusters and clients is primarily done through digital channels such as video calls, phone, and email. Estimators often review documentation, photos, and sometimes live video from the scene to assess damages and create accurate estimates. Regular communication with field adjusters ensures all necessary information is gathered, while clear explanations to clients help set expectations about coverage and claim timelines. Building strong remote relationships and staying organized are key to success in this role.

What is the difference between Insurance Estimator Remote vs Insurance Adjuster?

AspectInsurance Estimator RemoteInsurance Adjuster
CredentialsTypically requires insurance licensing, estimating certificationsRequires licensing, claims handling certifications
Work EnvironmentRemote, office-based or hybridFieldwork, office, or remote depending on employer
Industry UsageUsed mainly in property/casualty insurance for estimating damagesHandles claims, investigates damages, assesses coverage
Common Search/ComparisonOften compared for roles in claims processing and damage assessmentRelated but more field-focused role in claims adjustment

Insurance Estimator Remote and Insurance Adjuster roles share overlapping credentials and industry usage, but differ mainly in work environment and specific job functions. Estimators focus on creating damage estimates remotely, while Adjusters often conduct field investigations. Both roles are essential in the insurance claims process and may require similar certifications.

How to become a remote insurance estimator?

To become a remote insurance estimator, typically you need a high school diploma or equivalent, along with experience in insurance claims or construction estimating. Developing skills in estimating software, such as Xactimate or Symbility, and obtaining relevant certifications can improve job prospects. Strong attention to detail and good communication skills are essential for success in a remote work environment.

What job categories do people searching Insurance Estimator Remote jobs in Oregon look for?

The top searched job categories for Insurance Estimator Remote jobs in Oregon are:

Infographic showing various Insurance Estimator Remote job openings in Oregon as of August 2026, with employment types broken down into 95% Full Time, and 5% Temporary. Highlights an 100% Remote job distribution.

Account Executive

Sentry Insurance

Portland, OR • Remote

$137K - $171K/yr

Full-time

Medical, Dental, Vision, Life, Retirement

Re-posted 17 days ago


Sentry Insurance rating

8.7

Company rating: 8.7 out of 10

Based on 46 frontline employees who took The Breakroom Quiz

72nd of 315 rated insurance


Job description

You’re not just in it to win it. You want to crush it every time. Because that’s what our sales professionals do. Not just anyone has what it takes to build strong and profitable relationships. If you’re a unique performer, Sentry offers a career opportunity that soars beyond commercial insurance sales. Our highly trained Account Executives present specialized commercial insurance, 401K, and life insurance products that are perfectly designed for the industries we serve.

We provide everything you need to carve out a sales career filled with success and purpose, including:

  • High earning potential with base salary, commissions, monthly/annual incentives, plus recognition trips

  • Outstanding benefits and a 401(k)-program matching dollar for dollar up to 8%

  • Opportunities for professional development and growth

  • Outstanding training and support

  • An industry-leading line of products and services

Total currently estimated projected compensation range for this position is $137,424-$171,424, which is a combination of base pay, currently projected renewal commissions, and currently estimated new business commission opportunities. Commission opportunities – both renewal and new business -- are based on achievement of sales objectives and compliance with the terms of the applicable incentive plan.

The Oregon territory includes: Portland, Tigard, and Beaverton. Residence within the sales territory is required.

What You’ll Do

  • Sell directly to niche market accounts to increase premium volume

  • Retain profitable business by providing effective, quality service to policyholders

  • Build and maintain quality relationships with businesses

  • Work directly with Underwriting, Claims, Loss Control, Audit, Customer Service, and other key partners

  • Call on and pursue all niche market opportunities assigned to your geographic territory

  • Leverage current customers and relationships for new growth and sales opportunities

What it Takes

  • Bachelor’s degree or equivalent work experience/related sales experience

  • The ability to obtain and maintain the necessary P&C, and Life licenses required to sell the products Sentry offers

  • Self-discipline and ability to thrive in a remote work environment

  • Ability to multitask, prioritize, communicate effectively, and remain organized

  • Strong analytical and math skills

  • Acceptable Motor Vehicle Record with a valid driver’s license and ability to meet travel requirements

What You’ll Receive

At Sentry, your total rewards go beyond competitive compensation. Below are some benefits and perks that you’ll receive.

  • Company car with gas card

  • Comprehensive, ongoing training, including licensure

  • Laptop, cell phone reimbursement, home office setup

  • Cutting edge proprietary technology that enables you to be more efficient and effective in the field

  • 401(K) plan with a dollar for dollar match on your first eight percent, plus immediate vesting to help strengthen your financial future.

  • Group Medical, Dental, Vision, Life Insurance, Parental Leave, and our Health and Wellness benefits to encourage a healthy lifestyle.

  • Pretax Dependent Care and Health Expense Reimbursement Accounts to ease taxes on health spending.

  • Well-being and Employee Assistance programs.

  • Sentry Foundation gift matching program to encourage charitable giving.

About Sentry

Our bright future is built on a long track record of success. We got our start in 1904 and have been helping businesses succeed and protect their futures ever since. Because of the trust placed in us, we’re one of the largest and financially strongest mutual insurance companies in the United States. We’re rated A+ by A.M. Best, the industry's leading rating authority.

Get ready to own your future at Sentry. Opportunities await!

Casey Van Der Geest

Casey.VanDerGeest@sentry.com

Equal Employment Opportunity

Sentry is an Equal Opportunity Employer. It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation.


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