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Insurance Sales Weekend Jobs in Portland, OR (NOW HIRING)

Farmers Insurance- District 7324

Be Seen First

Insurance Sales Manager Trainee

Scappoose, OR · On-site

$45K - $60K/yr

  • Medical

  • Dental

  • PTO

... Weekends Off Pathway to Leadership Requirements * Sales, customer service, or leadership experience preferred * Strong interest in building a career in the insurance industry is required

Fortegra

Insurance Sales Agent

Beaverton, OR · On-site

$65K - $75K/yr

  • Medical

  • Dental

  • Retirement

  • PTO

Company Description Fortegra Personal Insurance Agency is currently looking for individuals with superior phone skills for our Life and Health Insurance Inside Sales Agent position. We provide ...

Farmers Insurance- District 7324

Be Seen First

Insurance Sales Manager Trainee

Scappoose, OR · On-site

$45K - $60K/yr

  • Medical

  • Dental

  • PTO

... Weekends Off Pathway to Leadership Requirements * Sales, customer service, or leadership experience preferred * Strong interest in building a career in the insurance industry is required

Fortegra

Insurance Sales Agent

Beaverton, OR

$65K - $75K/yr

  • Medical

  • Dental

  • Retirement

  • PTO

Company Description Fortegra Personal Insurance Agency is currently looking for individuals with superior phone skills for our Life and Health Insurance Inside Sales Agent position. We provide ...

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Showing results 41-60

All JobsInsurance Sales JobsInsurance Sales Weekend JobsInsurance Sales Weekend Jobs in Portland, OR

Insurance Sales Weekend information

See Portland, OR salary details

$31.3K

$97.7K

$149K

How much do insurance sales weekend jobs pay per year?

As of Aug 12, 2026, the average yearly pay for insurance sales weekend in Portland, OR is $97,690.00, according to ZipRecruiter salary data. Most workers in this role earn between $72,600.00 and $123,000.00 per year, depending on experience, location, and employer.

What are some common challenges faced by insurance sales professionals working on weekends, and how can they be addressed?

Insurance sales professionals working on weekends often face challenges such as reaching decision-makers who may be unavailable or less willing to discuss policies outside regular business hours. However, weekends can also provide opportunities to connect with clients who are too busy during the week. Successful agents typically adapt by being flexible with their scheduling, offering virtual consultations, and focusing on relationship-building. Proactive communication and clear follow-ups are key strategies to overcome these challenges and maximize weekend productivity.

Can I sell insurance on weekends?

Insurance sales jobs often offer flexible schedules, and many agents sell policies on weekends to accommodate clients' availability. However, specific working hours depend on the employer, licensing requirements, and whether the role involves in-person or remote sales. It is common for insurance agents to work outside traditional weekday hours, including weekends, especially during busy periods or for client convenience.

Can I do insurance sales as a side hustle?

Insurance sales can often be pursued as a side hustle, as many agents work part-time or freelance to supplement their income. Success typically requires obtaining relevant licenses, such as a state insurance license, and dedicating flexible hours to client meetings and sales activities.

What is the difference between Insurance Sales Weekend vs Insurance Agent?

AspectInsurance Sales WeekendInsurance Agent
CertificationsOften no formal certifications required, but some knowledge of insurance products helpsRequires state licensing and certifications to sell insurance
Work EnvironmentTemporary, event-based, often part-time or seasonalFull-time or part-time, office or client-facing settings
Employer & Industry UsageUsed by insurance companies for promotional or sales eventsEmployed directly by insurance companies or agencies to sell policies
Search & Comparison IntentPeople looking for short-term sales opportunities or event-based rolesIndividuals seeking ongoing sales careers in insurance

Insurance Sales Weekend roles are typically short-term, event-based sales opportunities that may not require formal licensing, whereas Insurance Agents are licensed professionals who sell insurance policies on a regular basis. The roles differ mainly in duration, certification requirements, and employment structure, with Insurance Agents pursuing continuous careers in the industry.

What are the key skills and qualifications needed to thrive as an insurance sales professional working weekends?

To thrive as an Insurance Sales professional on weekends, you need strong sales abilities, knowledge of insurance products, and typically a state-specific insurance license. Familiarity with CRM software, online quoting tools, and digital communication platforms is often required. Excellent interpersonal skills, self-motivation, and the ability to build trust quickly help you stand out in this customer-facing role. These skills ensure you can effectively engage clients, close sales, and maintain compliance in a competitive, time-sensitive environment.

Why do most insurance sales weekend agents quit?

Most insurance sales weekend agents quit due to the challenging nature of the job, which often involves high rejection rates, inconsistent income, and the need for strong sales skills. The part-time schedule and pressure to meet sales targets can also lead to burnout and job dissatisfaction.

What is an insurance sales weekend job?

Insurance Sales Weekend jobs involve selling insurance policies—such as auto, health, life, or home insurance—primarily during weekends. These roles may suit individuals seeking part-time or flexible work schedules, such as students or those supplementing existing income. Weekend insurance sales agents engage with potential clients, assess their insurance needs, explain policy options, and help customers choose the best coverage. The role often includes a mix of phone, online, and in-person interactions, and may involve meeting sales targets or earning commission.
What are the most commonly searched types of Insurance Sales jobs in Portland, OR? The most popular types of Insurance Sales jobs in Portland, OR are:
Insurance Sales Weekend jobs near you

Insurance Sales Professional

HealthMarkets Insurance Agency

Hillsboro, OR • Remote

$50K - $120K/yr

Contractor

Re-posted 3 days ago

Job description

HealthMarkets Overview Job Description:

If you’re looking for an exciting opportunity where you can change people’s lives and achieve financial success as an independent licensed insurance agent, you’ve come to the right place. Becoming an independent licensed insurance agent with HealthMarkets is an opportunity unlike any other. HealthMarkets offers licensed insurance agents the resources and support they need to grow their businesses and succeed in the industry, all while making a difference in people’s 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 we’re looking for licensed insurance agents like you to help us continue that mission.

So, whether you’re 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 you’re a licensed insurance agent with 4-5 years of experience, we want you. As an independently contracted licensed insurance agent with HealthMarkets, you’ll be collaborating with one of the largest independent health insurance agencies in the US. You’ll have the opportunity to grow a business, all while making a difference in people’s lives.

Not only that, but HealthMarkets will offer you the resources you need to succeed. We’ll 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.

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

Company Description

Expect to have both a life and a career with HealthMarkets. When you join us as a Licensed Independent Insurance Agent, you'll be building a business that you control with our support. So, you can head out for a run, be there for your kid's soccer matches – even chase tornadoes if that's your thing. Start succeeding on your terms.

HealthMarkets is a technology-enabled health insurance marketplace that delivers high-touch, customized health and supplemental insurance solutions. Our Licensed Independent Insurance Agents serve our customers by helping families, individuals, and small businesses find the coverage they need at a price they can afford.