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Underwriter Trainee Jobs in Oregon (NOW HIRING)

CIS Oregon

Underwriter

Wilsonville, OR · On-site

$100K - $137K/yr

Underwriting and Data Analytics Opening Date: 07/09/2026 Closing Date: 8/6/2026 12:00 PM Pacific Description Are you an experienced insurance underwriting professional looking for an opportunity to ...

CIS Trust

Underwriter

Wilsonville, OR · Hybrid

$100K - $137K/yr

CIS is seeking an exceptional Underwriter III, Underwriter IV, or Underwriter V to join our Underwriting & Analytics team. This role offers the opportunity to apply your technical underwriting ...

Willamette Dental

Underwriter

Hillsboro, OR

The Underwriter will evaluate group risks for existing clients and new group opportunities. This position analyzes and accepts risk in order to retain membership, grow revenue and help maintain a ...

Willamette Dental

Underwriter

Hillsboro, OR · On-site

$69K - $82K/yr

The Underwriter will evaluate group risks for existing clients and new group opportunities. This position analyzes and accepts risk in order to retain membership, grow revenue and help maintain a ...

Impact Payments Recruiting

Review and underwrite merchant applications Evaluate bank records and compliance materials Identify credit or fraud risk 2-5 years of experience in merchant underwriting OR mortgage underwriting with ...

Diedre Moire Corp.

Insurance Underwriter

Portland, OR · On-site

$100K - $300K/yr

Ins Underwriter - Massage Tattoo Piercing Nails Gyms - Portland, OR Insurance Underwriter Specialty Program Excess Surplus Commercial Lines Program Underwriter Personal Care Services Massage Tattoo ...

New York Life

$98K - $116K/yr

This role is accountable for underwriting higher-complexity cases with a 2-Year Total Amount at Risk (TAAR) of up to $5 million and routinely handles applications that include Attending Physician ...

New York Life

$98K - $116K/yr

This role is accountable for underwriting higher-complexity cases with a 2-Year Total Amount at Risk (TAAR) of up to $5 million and routinely handles applications that include Attending Physician ...

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All JobsUnderwriter JobsUnderwriter Trainee JobsUnderwriter Trainee Jobs in Oregon

Underwriter Trainee information

See Oregon salary details

$34.4K

$83.4K

$147.5K

How much do underwriter trainee jobs pay per year?

As of Aug 7, 2026, the average yearly pay for underwriter trainee in Oregon is $83,397.00, according to ZipRecruiter salary data. Most workers in this role earn between $64,500.00 and $92,000.00 per year, depending on experience, location, and employer.

How much does an underwriter trainee earn?

An underwriter trainee typically earns between $40,000 and $55,000 annually, depending on location, industry, and experience. Entry-level positions may start lower, but with training and skill development, salaries can increase as they gain underwriting knowledge and certifications.

How much do beginner underwriters make?

Entry-level underwriters typically earn between $45,000 and $60,000 annually, depending on location and industry. Starting salaries may increase with relevant certifications, such as the Chartered Property Casualty Underwriter (CPCU), and experience with underwriting software and risk assessment. Compensation can also vary based on the employer and the complexity of the policies handled.

What are the key skills and qualifications needed to thrive as an underwriter trainee?

To thrive as an Underwriter Trainee, you need strong analytical abilities, attention to detail, and a bachelor's degree in finance, business, or a related field. Familiarity with underwriting software, risk assessment tools, and proficiency in Excel are commonly required, and industry certifications like CPCU can be advantageous. Excellent communication, problem-solving, and organizational skills help you collaborate with stakeholders and manage multiple priorities. These skills are essential to accurately assess risk, make informed decisions, and contribute to the overall profitability and integrity of the insurance company.

What is the difference between Underwriter Trainee vs Underwriter?

AspectUnderwriter TraineeUnderwriter
Required CredentialsBachelor's degree, training programsExperience, certifications like CPCU or ARM often preferred
Work EnvironmentTraining programs, supervised tasksIndependent decision-making, client interaction
Employer & Industry UsageInsurance companies, entry-level rolesInsurance companies, experienced roles
Search & Comparison IntentLearning about entry-level underwriting rolesUnderstanding experienced underwriting positions

The main difference between an Underwriter Trainee and an Underwriter is experience level. Trainees are in training, focusing on learning the basics, while Underwriters have gained experience and handle complex risk assessments independently.

What is an underwriter trainee?

An Underwriter Trainee is an entry-level professional who learns how to evaluate risks and determine appropriate insurance coverage and premiums under the supervision of experienced underwriters. Their training involves learning about insurance policies, analyzing applications, assessing potential risks, and making recommendations based on company guidelines. This role serves as a starting point for a career in underwriting, providing foundational knowledge and practical experience in the insurance industry.

What are some typical challenges an underwriter trainee might encounter during their first year on the job?

As an Underwriter Trainee, one common challenge is learning to balance risk assessment with client needs, while adhering to company policies and regulatory requirements. Trainees often need to quickly develop a strong understanding of underwriting guidelines and how to apply them to real-world cases, which can be complex and varied. Additionally, adapting to a fast-paced environment and effectively collaborating with senior underwriters, brokers, and agents requires strong communication and organizational skills. Overcoming these challenges is an important part of gaining confidence and proficiency in the role.

How do I become an underwriter trainee with no experience?

To become an underwriter trainee with no experience, candidates typically need a high school diploma or equivalent; some employers prefer or require a bachelor's degree in fields like finance, business, or economics. Entry-level positions often provide on-the-job training, and developing skills in analysis, attention to detail, and familiarity with underwriting software can improve chances. Certifications such as the Associate in Commercial Underwriting (ACU) or similar can also enhance prospects for advancement.
What are the most commonly searched types of Underwriter jobs in Oregon? The most popular types of Underwriter jobs in Oregon are:
What are popular job titles related to Underwriter Trainee jobs in Oregon? For Underwriter Trainee jobs in Oregon, the most frequently searched job titles are:
What job categories do people searching Underwriter Trainee jobs in Oregon look for? The top searched job categories for Underwriter Trainee jobs in Oregon are:
What cities in Oregon are hiring for Underwriter Trainee jobs? Cities in Oregon with the most Underwriter Trainee job openings:
Underwriter Trainee jobs near you
Infographic showing various Underwriter Trainee job openings in Oregon as of August 2026, with employment types broken down into 95% Full Time, and 5% Contract. Highlights an 68% In-person, 9% Hybrid, and 23% Remote job distribution, with an average salary of $83,397 per year, or $40.1 per hour.

Underwriter

CIS Oregon

Wilsonville, OR • On-site

$100K - $137K/yr

Full-time

Posted 29 days ago

Job description

Salary: $100,092.00 - $137,311.00 Annually
Location : 30125 SW Kinsman Road, Wilsonville, OR 97070, OR
Job Type: Regular Full-time
Job Number: 2026 - 2027 1
Department: Underwriting and Data Analytics
Opening Date: 07/09/2026
Closing Date: 8/6/2026 12:00 PM Pacific
Description
Are you an experienced insurance underwriting professional looking for an opportunity to make a meaningful impact while advancing your career?
CIS is seeking an exceptional Underwriter III, Underwriter IV, or Underwriter V to join our Underwriting & Analytics team. This role offers the opportunity to apply your technical underwriting expertise, influence risk management strategies, collaborate with industry professionals, and help deliver innovative coverage solutions that protect Oregon's public entities and the communities they serve.
If you're energized by analyzing complex risks, exercising sound underwriting judgment, and partnering with stakeholders to develop practical solutions, we invite you to explore this exciting opportunity.
Position Highlights/Job Description
Why CIS?
At CIS, our work matters. We provide essential risk management, insurance, and related services to public entities throughout Oregon. Our team is committed to helping members navigate evolving risks while delivering outstanding service.
When you join CIS, you'll enjoy:
  • Meaningful work that supports local governments and public services.
  • A collaborative and mission-driven culture.
  • Opportunities to influence underwriting strategy and decision-making.
  • Exposure to complex and unique public entity risks.
  • Professional development and industry networking opportunities.
  • Cross-functional collaboration with risk management, claims, actuarial, finance, and member service professionals.
  • A healthy work-life balance, including a 37.5-hour workweek.
    • During training, you may be required to work up to three (3) days per week in our Wilsonville Office. After the training period, the number of days required in the office may be reduced. Other days may be worked remotely from your Oregon residence.

Position Summary
The Underwriter III, Underwriter IV, or Underwriter V serves a critical role in evaluating and managing property and liability risks while supporting the organization's underwriting strategy and operational excellence.
This position applies increasingly advanced underwriting expertise based on level, evaluates complex submissions, provides technical guidance, reviews property valuation information, supports underwriting systems and data integrity, and partners with internal and external stakeholders to achieve successful risk management outcomes. Senior-level incumbents additionally contribute to underwriting program development, strategic initiatives, member engagement, and organizational leadership.
Key Responsibilities
Underwriting & Risk Analysis
  • Analyze and evaluate complex property and liability risks.
  • Apply underwriting judgment to determine appropriate coverage terms, limits, pricing, and conditions.
  • Review non-standard or unusual exposures and develop recommendations.
  • Communicate underwriting decisions and rationale to members, brokers, reinsurers, and internal stakeholders.
  • Review and analyze coverage documents to determine how and if coverage applies.
  • Evaluate prospective members for program eligibility consistent with CIS policies and governing documents.

Property & Exposure Management
  • Manage and oversee the property appraisal process.
  • Review valuation methodologies, schedules, and appraisal data for reasonableness and accuracy.
  • Identify discrepancies, trends, and emerging risk concerns

Technical Leadership
  • Serve as a subject matter expert for underwriting systems and data.
  • Provide guidance to underwriting staff regarding complex submissions and guideline interpretation.
  • Support consistency and quality across underwriting operations.
  • Mentor and support less experienced underwriting staff as appropriate to position level.

Strategic Contributions
  • Assist with development of underwriting guidelines, program enhancements, and rating methodologies.
  • Partner with internal teams to improve workflows, systems, reporting, and operational effectiveness.
  • Participate in industry conferences, member meetings, and professional development opportunities.
  • Recommend changes to underwriting programs, rating plans, policies, procedures, coverages, and partnerships to meet evolving member needs.
  • Monitor underwriting marketplace and regulatory developments and recommend enhancements to CIS programs and services.
  • Collaborate with reinsurers, actuaries, auditors, loss data analysts, risk management professionals, and legal partners.
  • Provide underwriting data, analysis, and reports to internal and external stakeholders.
  • Represent CIS through presentations, member meetings, conferences, and industry events.

Qualifications
Underwriter III
We're looking for strong underwriting professionals who bring:
Required
  • 5-6 years of commercial insurance underwriting experience, public entity underwriting experience, or closely related insurance experience.
  • Demonstrated ability to evaluate risk and make sound underwriting decisions.
  • Strong knowledge of property and liability underwriting principles.
  • Excellent analytical, problem-solving, and communication skills.
  • Bachelor's degree or equivalent combination of education and experience.

Preferred (Not Required)
Candidates with any of the following qualifications are encouraged to apply:
  • CPCU designation
  • ARM designation
  • AU/AIU or similar underwriting designation
  • Property & Casualty Insurance License
  • Experience working in a risk pool environment
  • Risk management or insurance services experience
  • Experience with public entity or governmental risks

Underwriter IV
For candidates seeking placement at the Underwriter IV level:
Required
  • 7-8+ years of progressively responsible underwriting experience
  • Advanced technical underwriting expertise
  • Demonstrated ability to handle highly complex risk situations and provide technical guidance to others
  • Bachelor's degree or equivalent combination of education and experience
  • At least ONE of the following professional qualifications:
    • Chartered Property Casualty Underwriter (CPCU)
    • Associate in Risk Management (ARM)
    • Associate in Commercial Underwriting (AU/AIU) or similar designation
    • Property & Casualty Insurance License

Underwriter V
For candidates seeking placement at the Underwriter V level:
Required
  • 10+ years of progressively responsible experience in commercial insurance underwriting, public entity pooling, risk management, or a related field.
  • Expert knowledge of property and liability underwriting principles and coverage analysis.
  • Proven ability to independently handle highly complex underwriting situations and develop practical risk management solutions.
  • Demonstrated ability to recommend enhancements to underwriting programs, coverages, rating methodologies, policies, and procedures.
  • Strong relationship management and communication skills, including the ability to effectively work with members, brokers, agents, reinsurers, auditors, actuaries, and executive stakeholders.
  • Bachelor's degree or equivalent experience in insurance administration, business management, or a related field.
  • At least ONE of the following professional qualifications:
    • Chartered Property Casualty Underwriter (CPCU)
    • Associate in Risk Management (ARM)
    • Associate in Commercial Underwriting (AU/AIU) or similar designation
    • Property & Casualty Insurance License

Preferred
  • Experience working in a public entity pool or similar risk-sharing organization.
  • Risk management or insurance services experience.
  • Experience with public sector, municipal, governmental, or other complex institutional risks.

The Ideal Candidate
You are:
  • A confident underwriting professional who enjoys solving complex challenges.
  • Comfortable making decisions and explaining your reasoning.
  • Relationship-focused and highly collaborative.
  • Curious, analytical, and committed to continuous improvement.
  • Passionate about helping organizations effectively manage risk.
  • Excited to contribute beyond day-to-day underwriting and help shape strategy for the future.
  • Able to influence underwriting practices, mentor colleagues, and contribute to organizational success at a strategic level.

Position Level:
Candidates may be hired at the Underwriter III, Underwriter IV, or Underwriter V level based on experience, credentials, demonstrated expertise, and organizational needs.
  • Underwriter III: Typically requires 5-6 years of related underwriting experience.
  • Underwriter IV: Typically requires 7-8+ years of related underwriting experience and at least one listed professional credential.
  • Underwriter V: Typically requires 10+ years of progressively responsible underwriting experience, advanced technical expertise, demonstrated success managing highly complex risks, and the ability to contribute to underwriting program strategy and organizational initiatives.

CIS offers a competitive benefits package, professional development opportunities, and a supportive workplace focused on employee success.
I'M INTERESTED; WHAT DO I DO NEXT?
Interested in Joining CIS? Here's What to Do Next:
Applying is easy! CIS uses a "quick apply" process - simply submit your resume and answer a few brief questions through our
To learn more about this opportunity and about working at CIS, visit our
This recruitment may be used to fill current and future vacancies within CIS.
Equal Opportunity & Accommodations
CIS is an equal opportunity employer and is committed to providing reasonable accommodations to qualified individuals with disabilities throughout the hiring process and employment.
01
How many years of underwriting experience do you have?
  • Less than 5 years
  • 5-6 years
  • 7-9 years
  • 10 or more years

02
Do you have experience underwriting commercial property and liability risks?
  • Yes
  • No

03
Do you have experience working in a public entity, governmental, municipal, educational, special district, or risk pool environment?
  • Yes
  • No

Required Question

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