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1099 Independent Contractor Jobs in Remote, OR (NOW HIRING)

ASK Consulting

Be Seen First

Customer Service Representative (cur_1_130473@curatelyai.net)

OR · Remote

$16 - $18/hr

"All candidates must be directly contracted by ASK Consulting on their payroll and cannot be subcontracted. We are unable to provide sponsorship at this moment". Job Title: Customer Service ...

New

Driveline

Flex Merchandiser

Bandon, OR · On-site

$15.30/hr

The ability to work independently visiting various retail locations within 25 miles of your home. Activities vary each day and include auditing products, counting inventory, setting new fixtures and ...

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All Jobs1099 Independent Contractor Jobs1099 Independent Contractor Jobs in Remote, OR

1099 Independent Contractor information

See Remote, OR salary details

$393

$1.1K

$2.1K

How much do 1099 independent contractor jobs pay per week?

As of Sep 3, 2026, the average weekly pay for 1099 independent contractor in Remote, OR is $1,088.25, according to ZipRecruiter salary data. Most workers in this role earn between $721.15 and $1,209.62 per week, depending on experience, location, and employer.

What is a 1099 independent contractor?

1099 independent contractors are self-employed individuals or entities who provide goods or services to another business or client under a contract or agreement. Unlike traditional employees, they are not on the company payroll and do not receive employee benefits such as health insurance or paid leave. They are responsible for their own taxes, including self-employment tax, and typically receive a Form 1099-NEC from clients who pay them $600 or more in a year. This classification allows for greater flexibility and autonomy but comes with added responsibilities for managing taxes and benefits.

What are some common challenges 1099 independent contractors face when managing taxes and benefits?

As a 1099 Independent Contractor, one of the biggest challenges is handling your own taxes, since taxes are not withheld from your earnings and you’re responsible for estimated quarterly payments. Additionally, you need to arrange your own health insurance and retirement savings, as these benefits are not typically provided by clients. Staying organized with receipts and expenses is essential to maximize deductions and avoid surprises at tax time. Many contractors find it helpful to consult with a tax professional or use specialized accounting software to manage these responsibilities effectively.

What are the key skills and qualifications needed to thrive as a 1099 independent contractor, and why are they important?

To succeed as a 1099 Independent Contractor, you need strong self-management, subject matter expertise in your field, and a clear understanding of tax and business regulations. Familiarity with invoicing software, project management tools, and accounting systems like QuickBooks is highly beneficial. Excellent communication, problem-solving, and time management skills help build client relationships and ensure reliable delivery of services. These competencies are crucial because they enable independent contractors to operate efficiently, maintain compliance, and grow a sustainable business.

What is the difference between 1099 Independent Contractor vs 1099 Freelance Writer?

Aspect1099 Independent Contractor1099 Freelance Writer
CredentialsVaries by industry, often no formal credentialsWriting skills, portfolio, possibly writing certifications
Work EnvironmentContract-based, project-specific, often remote or on-siteRemote, flexible schedule, self-managed
Employer & Industry UsageBusinesses across industries hiring for various rolesPublishing, marketing, media companies, or individual clients

Both 1099 Independent Contractors and 1099 Freelance Writers operate as self-employed individuals working on a contract basis. While the contractor role covers a broad range of industries and job types, freelance writers specifically focus on writing projects. The key differences lie in credentials, work environment, and industry usage, but both share the common trait of self-employment and flexible work arrangements.

What are the most commonly searched types of 1099 jobs in Remote, OR?

The most popular types of 1099 jobs in Remote, OR are:

What job categories do people searching 1099 Independent Contractor jobs in Remote, OR look for?

The top searched job categories for 1099 Independent Contractor jobs in Remote, OR are:

What cities near Remote, OR are hiring for 1099 Independent Contractor jobs?

Cities near Remote, OR with the most 1099 Independent Contractor job openings:

1099 Independent Contractor jobs near you
Infographic showing various 1099 Independent Contractor job openings in Remote, OR as of August 2026, with employment types broken down into 100% Contract. Highlights an 100% In-person job distribution, with an average salary of $56,589 per year, or $27.2 per hour.

Outside Sales Representative & Trainer

Canyon Creek Financial LLC.

Roseburg, OR • On-site

$80K - $100K/yr

Full-time, Contractor

Medical, Life

Re-posted 26 days ago

Job description

Outside Sales Representative & Trainer

Company: Canyon Creek Financial
Type: Full-Time | Outside Sales | B2B Sales
Location: In-person, local territory (occasional travel)
Schedule: MondayFriday (with flexibility, occasional weekends)
Compensation: Weekly Base Draw + Uncapped Commissions + Bonuses | $80,000$100,000+ annually | Licensing Reimbursement, Training & Incentives

Empower. Guide. Grow.

At Canyon Creek Financial, we know success comes from more than just hitting numbersit's about staying focused, persevering through challenges, and helping others rise alongside you.

We're seeking a Supplemental Insurance Sales Representative and Trainer who not only thrives in direct sales but also has a true passion for facilitation, coaching, and guiding others. In this role as an independent contractor, you'll connect with business owners, provide valuable insurance solutions, and mentor new agentshelping them find their footing while sharpening your own leadership skills.

What You'll Do

  • Drive B2B Sales Build relationships with business owners through face-to-face outreach and tailored insurance solutions.

  • Facilitate Growth Train and mentor new agents with patience, structure, and encouragement in the field.
    Stay Focused & Accountable Take ownership of your schedule, territory, and income.

  • Build Trust Foster long-term relationships with clients and colleagues through consistency and follow-through.

Why This Role Stands Out

  • Reliable + Unlimited Pay Weekly base draw plus uncapped commissions & bonuses

  • Licensing Support We cover state licensing fees after certain metrics are met

  • Clear Leadership Pathway Step confidently into mentorship and training roles

  • Autonomy with Support Manage your own success while backed by a collaborative team

  • Meaningful Impact Protect businesses and families while leaving a lasting mark

What We're Looking For

  • Resilient & Focused You adapt, persevere, and keep moving forward

  • Facilitator at Heart You enjoy coaching, guiding, and helping others grow

  • Sales Experience At least 1 year of B2B sales success

  • Strong Communicator Confident in presenting, coaching, and relationship building

  • Organized & Motivated Able to balance independence with team collaboration

Additional Requirements:

  • Driver's license + reliable transportation

  • Occasional overnight travel within territory

  • Smartphone/iPad with data plan

  • Willingness to obtain a state Health & Life license (Assistance with licensing and reimbursement)

Compensation & Benefits

  • $80,000$100,000+ annually, based on performance

  • Weekly base draw + uncapped commissions + bonuses

  • Quarterly & annual incentives: bonuses, trips, stock options

  • Short sales cycle (average 3 days)

  • CRM, mentorship, and structured training provided

Lead by Facilitating, Succeed by Growing

If you're focused, resilient, and passionate about helping others succeed, this role offers the platform to build your career while guiding others along the way.

Apply today and step into leadership with Canyon Creek Financial.

www.canyoncreekfinancial.com