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Progressive Insurance Jobs in Portland, OR (NOW HIRING)

HealthMarkets, Inc.

Insurance Agent

Portland, OR

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other. HealthMarkets offers agents the resources and support they need to grow their businesses and succeed in ...

HealthMarkets, Inc.

Insurance Agent

Canby, OR · On-site

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other. HealthMarkets offers agents the resources and support they need to grow their businesses and succeed in ...

Pioneer Agency

Insurance Agent

Portland, OR · Remote

$50K - $75K/yr

We are a fast-growing insurance agency dedicated to providing individuals and families with life, health, and retirement insurance solutions. We are seeking motivated individuals who are eager to ...

Pioneer Agency

Insurance Agent

Portland, OR · Remote

$50K - $75K/yr

We are a fast-growing insurance agency dedicated to providing individuals and families with life, health, and retirement insurance solutions. We are seeking motivated individuals who are eager to ...

RAYUS Radiology

PRN Insurance Specialist

Portland, OR · On-site

As an Insurance Specialist, you will be responsible for providing expertise in insurance pre-certification and authorization of services by calling insurance companies and patients to verify ...

Rayus Radiology

PRN Insurance Specialist

Portland, OR · Remote

As an Insurance Specialist, you will beresponsible for providing expertise in insurance pre-certification and authorization of services by calling insurance companies and patients to verify insurance ...

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All JobsProgressive Insurance JobsProgressive Insurance Jobs in Portland, OR

Progressive Insurance information

See Portland, OR salary details

$32.9K

$69.8K

$88K

How much do progressive insurance jobs pay per year?

As of Jun 24, 2026, the average yearly pay for progressive insurance in Portland, OR is $69,832.00, according to ZipRecruiter salary data. Most workers in this role earn between $63,600.00 and $79,500.00 per year, depending on experience, location, and employer.

What is a Progressive Insurance job?

A Progressive Insurance job refers to a position at Progressive Corporation, a leading auto and home insurance provider. Jobs range from customer service and claims representatives to software engineers and data analysts. Employees at Progressive often enjoy benefits like remote work options, career growth opportunities, and a supportive work environment. The company values innovation, inclusivity, and customer satisfaction. Positions are available across various departments, including sales, IT, underwriting, and marketing.

How much can you make working at Progressive?

Salaries at Progressive Insurance vary by role, experience, and location. Entry-level positions such as claims representatives typically earn around $45,000 to $55,000 annually, while more experienced roles like underwriters or managers can earn $70,000 or higher. Compensation often includes benefits, bonuses, and opportunities for advancement.

What are the key skills and qualifications needed to thrive in the Progressive Insurance position, and why are they important?

To succeed at Progressive Insurance, key qualifications include a background in insurance, sales, or customer service, often accompanied by a relevant state license for agent roles. Familiarity with industry-standard software like insurance quoting systems, CRM platforms, and proprietary policy management tools is typically required. Strong interpersonal skills, problem-solving abilities, and a customer-focused mindset distinguish top performers. These skills are crucial for accurately addressing client needs, processing claims, and ensuring customer satisfaction in a competitive insurance environment.

Is it hard to get hired at Progressive?

Getting hired at Progressive Insurance can be competitive, as the company seeks candidates with relevant skills such as customer service, sales, or insurance knowledge. The hiring process typically involves multiple interviews, assessments, and background checks, and candidates often need to demonstrate strong communication and problem-solving abilities.

What is the typical career path for employees at Progressive Insurance, and are there opportunities for advancement?

Progressive Insurance is known for promoting from within and offers a variety of career growth opportunities for high-performing employees. Starting in entry-level roles such as claims, customer service, or sales, team members can progress into supervisory, specialist, or managerial positions over time. The company provides ongoing training and professional development programs to help you expand your skills and take on new responsibilities. Additionally, Progressive encourages internal movement between departments, so you can explore different career paths within the organization.

How much does Progressive pay remote workers?

Progressive Insurance offers remote positions with pay rates that vary depending on the role, experience, and location. Remote customer service representatives, for example, typically earn between $15 and $20 per hour, with some roles offering additional benefits and performance bonuses. Compensation is often complemented by flexible schedules and opportunities for advancement.

What position in insurance pays the most?

In insurance companies like Progressive Insurance, executive roles such as Chief Executive Officer (CEO), Chief Financial Officer (CFO), and Chief Underwriting Officer typically have the highest salaries. These positions require extensive experience, leadership skills, and often advanced degrees, and they oversee company strategy, financial performance, and risk management.
What are popular job titles related to Progressive Insurance jobs in Portland, OR? For Progressive Insurance jobs in Portland, OR, the most frequently searched job titles are:
What job categories do people searching Progressive Insurance jobs in Portland, OR look for? The top searched job categories for Progressive Insurance jobs in Portland, OR are:
What cities near Portland, OR are hiring for Progressive Insurance jobs? Cities near Portland, OR with the most Progressive Insurance job openings:
Progressive Insurance jobs near you
Infographic showing various Progressive Insurance job openings in Portland, OR as of June 2026, with employment types broken down into 74% Full Time, and 26% Part Time. Highlights an 96% In-person, 2% Hybrid, and 2% Remote job distribution, with an average salary of $69,832 per year, or $33.6 per hour.
Insurance Agent

Insurance Agent

HealthMarkets, Inc.

Portland, OR

Contractor

Posted 22 days ago

Job description

HealthMarkets Overview

If youre looking for an exciting opportunity where you can change peoples lives and achieve financial success as an independent insurance agent, youve come to the right place. Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other. HealthMarkets offers agents the resources and support they need to grow their businesses and succeed in the industry, all while making a difference in peoples lives.

And who are we? HealthMarkets is a technology-enabled health insurance agency delivering high-touch, customized health and supplemental insurance solutions to individuals, families and small businesses. Millions of Americans depend on us to help explore their insurance coverage options and were looking for independent insurance agents like you to help us continue that mission.

So, whether youre an experienced insurance agent looking for your next opportunity or are just starting out and looking for an opportunity to demonstrate your talents, HealthMarkets is the career move that can help change your life.

Job description

If youre an insurance agent with 4-5 years of experience, we want you. As an independent contractor licensed insurance agent with HealthMarkets, youll be collaborating with one of the largest independent health insurance agencies in the US. Youll have the opportunity to grow a flourishing business, all while making a difference in peoples lives.

Not only that, but HealthMarkets will offer you the resources you need to succeed. Well give you access to leads, quoting tools, training resources, and more so you can focus on what you do best: selling. Contact us today and succeed on your terms with HealthMarkets.

48640-HM-0523

Disclaimer: Licensed Insurance Agents with HealthMarkets Insurance Agency are self-employed acting as independent contractors and not as employees. HealthMarkets independent licensed insurance agents shall for all purposes be deemed to be independent contractors and shall have no authority to act or represent themselves as an employee or partner of HealthMarkets Insurance Agency. An Independent licensed insurance agent with HealthMarkets is a commission only opportunity. HealthMarkets Insurance Agency, Inc., is licensed as an insurance agency nationwide except in MA. Not all agents are licensed to sell all products. Service and product availability may vary by state. 51934-HM-0326

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