Insurance Jobs in Portland, OR
Insurance jobs in Portland are in active demand, with roles concentrated in the Lloyd District, downtown's West End, and Lake Oswego across carriers, brokerages, and third-party administrators serving commercial, health, and personal lines. Employers hiring right now include Ashcraft Agency, RAYUS Radiology, and AAA Oregon/Idaho. See the openings below and apply to the ones that match your experience.
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Want to Become an Exceptional Trial Attorney?
Glascock Street LLP is seeking a motivated associate attorney who wants to develop into an accomplished trial lawyer. Our firm focuses on defending personal injury and other civil litigation matters, and we take more cases to trial than many insurance defense firms in the Portland area.
We offer a collaborative environment where associates work directly with experienced trial attorneys, gain meaningful hands-on litigation experience, and develop the skills necessary to become effective advocates for our clients. Associates are encouraged to take ownership of their work, develop their litigation skills, and assume increasing responsibility for managing cases.
The ideal candidate is a strong legal writer, an effective communicator, and a motivated professional who takes initiative, exercises sound judgment, and is committed to providing excellent client service. We value attorneys who are organized, accountable, and understand the importance of efficiency, meeting deadlines, and maintaining consistent billing practices.
Responsibilities
- Work closely with partners on all aspects of civil litigation, with opportunities to independently manage cases as experience develops
- Draft pleadings, motions, discovery responses, and client reports
- Manage written discovery, document production, and case investigation
- Take and defend depositions
- Conduct legal research and analysis
- Prepare for and attend hearings, mediations, arbitrations, and trials
- Communicate effectively with clients, opposing counsel, and colleagues
- Manage competing deadlines and responsibilities while maintaining high-quality work product
- Meet the firm's annual billable hour expectation of 1,800 hours
- Accurately record and enter billable time daily, with clear, detailed descriptions consistent with client billing guidelines
Qualifications
- Active membership in the Oregon State Bar (Washington State Bar admission is a plus)
- At least three years of civil litigation experience, preferably in insurance defense
- Strong legal research, writing, and analytical skills
- Experience taking depositions and managing discovery
- Excellent communication, organizational, and case management skills
- Ability to work independently while contributing to a collaborative team
- Demonstrated ability to manage a caseload efficiently and meet billable hour expectations
- Commitment to accurate, timely, and consistent daily time entry
- Strong work ethic, attention to detail, and personal accountability
- Genuine interest in developing trial advocacy skills and taking cases to trial
Compensation & Benefits
- Annual salary of $90,000–$140,000, depending on experience and qualifications
- Medical, dental, and vision insurance
- Short- and long-term disability insurance
- Life insurance
- 401(k) eligibility after one year
- Firm-paid state bar dues and professional membership dues
- Flexible in-office, remote, or hybrid work arrangements
- Paid time off and major holidays
- Free parking
Office Location
Our office is conveniently located in Portland's John's Landing neighborhood, near the South Willamette Waterfront Trail, parks, gyms, tennis courts, coffee shops, and restaurants. Our office building also offers shower facilities.
Join a firm where you can do more than litigate cases—you can develop into an exceptional trial attorney.
Job Type: Full-time
Pay: $90,000.00 - $140,000.00 per year
Application Question(s):
- Do you have prior experience in insurance defense litigation?
- Do you have prior experience taking depositions?
Work Location: Hybrid remote in Portland, OR 97219
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Who's Hiring


Insurance Jobs in Portland: Frequently Asked Questions
How do I get a insurance job in Portland?
Portland's insurance market rewards candidates who can point to specific lines of business experience, whether that's commercial property, workers' compensation, or employee benefits. Carriers and brokerages clustered in the Lloyd District and downtown hire the most consistently, while the region's large healthcare systems and tech-adjacent employers drive steady demand for benefits and risk analysts. Holding a relevant designation and knowing Oregon's commercial market gives local candidates a clear edge.
Which companies hire insurances in Portland?
Employers hiring insurances in Portland right now include Ashcraft Agency, RAYUS Radiology, and AAA Oregon/Idaho, based on current listings on Migrate Mate as of November 2026. Portland's hiring mix leans toward regional carriers, national brokerage offices, and self-insured employers in healthcare and manufacturing who staff internal risk and benefits teams locally.
Are there remote insurance jobs in Portland?
Yes, though it depends heavily on the role: field underwriting, claims adjusting, and in-person client work remain on-site, while analyst, customer service, and back-office policy roles are far more remote-friendly. About 100% of insurance openings tied to Portland are remote or hybrid as of November 2026, reflecting a broader industry shift post-pandemic. Portland-based carriers and third-party administrators lead local remote hiring for desk-based positions.
How can I get a insurance job in Portland with little or no experience?
The most realistic entry path in Portland is a licensed customer service representative or personal lines assistant role at a local independent agency or regional carrier office. Smaller brokerages in the Pearl District and Southeast Portland regularly hire entry-level staff and train toward licensure. Highlighting any customer-facing background, completing a pre-licensing course before applying, and targeting employers with formal training programs sharpens your candidacy in a competitive local pool.
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