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1099 Insurance Agent Jobs in Portland, OR (NOW HIRING)

HealthMarkets, Inc.

Insurance Agent

Portland, 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 ...

HealthMarkets, Inc.

Insurance Agent

Canby, 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 ...

Promoted2

Remote Insurance Agent

Portland, OR · Remote

$60K - $110K/yr

Remote Insurance Sales Agent | $60k-$110k+ First Year | No Cold Calling Earn strong first-year ... 1099 independent contractor role ideal for self-motivated individuals seeking control over income ...

HealthMarkets, Inc.

Insurance Sales Agent

Canby, 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 Sales Agent

Portland, 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 helping individuals and families with life, health, and retirement insurance solutions. We're looking for motivated people who want to build a career in the ...

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 ...

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All Jobs1099 Insurance Agent Jobs1099 Insurance Agent Jobs in Portland, OR

1099 Insurance Agent information

See Portland, OR salary details

$26.5K

$69K

$128.9K

How much do 1099 insurance agent jobs pay per year?

As of Aug 23, 2026, the average yearly pay for 1099 insurance agent in Portland, OR is $68,956.00, according to ZipRecruiter salary data. Most workers in this role earn between $47,200.00 and $81,700.00 per year, depending on experience, location, and employer.

What is a 1099 insurance agent?

A 1099 Insurance Agent is an independent contractor who sells insurance policies on behalf of an insurance company but is not considered an employee. Instead of receiving a salary, they earn commissions based on the policies they sell. They have the flexibility to set their own schedule, choose the products they sell, and often work with multiple carriers. However, they are responsible for their own expenses, taxes, and benefits. This role is ideal for self-motivated individuals who enjoy sales and building client relationships.

What skills and qualifications are needed to be a 1099 insurance agent?

To thrive as a 1099 Insurance Agent, you need strong sales acumen, deep knowledge of insurance products, and often a state insurance license. Familiarity with customer relationship management (CRM) software, quoting tools, and lead generation platforms is typically required. Exceptional self-motivation, communication, and relationship-building skills help you excel in this independent, client-focused role. These competencies are critical because 1099 agents operate as independent contractors, driving their own success through effective client acquisition and management.

What are the typical work arrangements and earning potential for a 1099 insurance agent?

As a 1099 Insurance Agent, you work as an independent contractor rather than a traditional employee, which gives you flexibility to set your own schedule and manage your workload. Compensation is usually commission-based, meaning your earnings are directly tied to the number and types of policies you sell. This can offer high earning potential for driven agents, but also means income can fluctuate depending on sales performance and market conditions. Many agents build long-term client relationships that help generate repeat business and referrals, contributing to sustained growth in their portfolios. Success in this role often depends on proactive lead generation, consistent follow-up, and developing expertise in your chosen insurance markets.

How much do 1099 insurance agents make?

1099 insurance agents typically earn commissions based on the policies they sell, with earnings varying widely depending on experience, sales volume, and the insurance products offered. On average, they can make from $30,000 to over $100,000 annually, with top performers earning significantly more through renewals and high-value policies. Income is often commission-based, requiring strong sales skills and client management.

Is selling insurance a 1099 insurance agent job?

Yes, selling insurance as a 1099 insurance agent typically means working as an independent contractor rather than an employee. This status often involves managing your own schedule, handling your taxes, and using sales skills to acquire clients. Many insurance agents operate under 1099 arrangements, especially in commission-based roles.

Why do so many 1099 insurance agents quit?

Many 1099 insurance agents quit due to the high variability in income, as they rely on commissions rather than a fixed salary. Additionally, the job often requires self-motivation, ongoing lead generation, and handling rejection, which can lead to burnout and turnover.

What are the most commonly searched types of 1099 Insurance Agent jobs in Portland, OR?

The most popular types of 1099 Insurance Agent jobs in Portland, OR are:

What are popular job titles related to 1099 Insurance Agent jobs in Portland, OR?

For 1099 Insurance Agent jobs in Portland, OR, the most frequently searched job titles are:

What job categories do people searching 1099 Insurance Agent jobs in Portland, OR look for?

The top searched job categories for 1099 Insurance Agent jobs in Portland, OR are:

1099 Insurance Agent jobs near you
Infographic showing various 1099 Insurance Agent job openings in Portland, OR as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 90% Physical, 1% Hybrid, and 9% Remote job distribution, with an average salary of $68,956 per year, or $33.2 per hour.

Insurance Agent

HealthMarkets, Inc.

Portland, OR • On-site

Contractor

Re-posted 21 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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