1

Independent Contractor Driver Jobs in Bend, OR (NOW HIRING)

Route Relief Driver

Bend, OR ยท On-site

$80K/yr

... independently, and pick up new systems with minimal training * Deliver and pick up linen, uniforms ... Contractor and Worker with Disabilities employer. Mission Linen Supply is committed to providing ...

... independently, and pick up new systems with minimal training * Deliver and pick up linen, uniforms ... Contractor and Worker with Disabilities employer. Mission Linen Supply is committed to providing ...

Delivery Driver

Bend, OR ยท On-site

$17.75 - $22.25/hr

Drivers ensure deliveries are complete, packed correctly, and safely delivered to the correct ... As a VEVRAA Federal Contractor, Sherwin-Williams requests state and local employment services ...

Delivery Driver

Bend, OR ยท On-site

$17.75 - $22.25/hr

Drivers ensure deliveries are complete, packed correctly, and safely delivered to the correct ... vendors, contractors, and the general public. At Sherwin-Williams, our purpose is to inspire and ...

Driver - Bend

Bend, OR ยท On-site

Driver - Bend There's a place for you at North Coast. A career at North Coast is more than a job ... North Coast offers electrical products and services to contractors. If it helps bring electricity ...

Route Relief Driver

Bend, OR ยท On-site

$21.60 - $24/hr

The Route Relief Driver pay is $21.60- $24.00 an hour, and the starting pay is based on education ... Contractor and Worker with Disabilities employer. Mission Linen Supply is committed to providing ...

Route Relief Driver

Bend, OR ยท On-site

$21.60 - $24/hr

The Route Relief Driver pay is $21.60- $24.00 an hour, and the starting pay is based on education ... Contractor and Worker with Disabilities employer. Mission Linen Supply is committed to providing ...

Showing results 21-40

Independent Contractor Driver information

See Bend, OR salary details

$415

$1.1K

$2.2K

How much do independent contractor driver jobs pay per week?

As of Aug 16, 2026, the average weekly pay for independent contractor driver in Bend, OR is $1,149.25, according to ZipRecruiter salary data. Most workers in this role earn between $761.54 and $1,278.85 per week, depending on experience, location, and employer.

What is an independent contractor driver?

Independent contractor drivers are self-employed individuals who provide driving services to businesses or customers without being classified as employees. They often work for ride-sharing companies, delivery services, or freight transport, using their own vehicles and setting their own schedules. As independent contractors, they are responsible for their own taxes, insurance, and vehicle maintenance, and they may work for multiple companies at once. This role offers flexibility, but also requires more personal responsibility and business management than a traditional employee position.

What does an independent contractor driver do?

An independent contractor driver may work in delivery or personal transportation. If you work in freight or goods transportation, your duties are to determine the simplest route to make your deliveries, load and unload your vehicle, and fill out paperwork on behalf of your employer and the organization receiving goods. In human transportation, independent contractor drivers contract with companies and operate their own vehicles for fares, such as working for rideshare services. Your responsibilities include maintaining your vehicle, purchasing insurance, and maintaining a good driver rating.

How do independent contractor drivers typically manage fluctuating workloads and income variability?

Independent Contractor Drivers often experience fluctuating workloads and income due to factors like seasonal demand, market trends, and client schedules. To manage this variability, many drivers diversify their client base, schedule work in advance when possible, and budget carefully to account for leaner periods. Building strong relationships with reliable clients and using load boards or delivery platforms can also help secure more consistent assignments. Additionally, maintaining a well-organized schedule and proactively seeking new opportunities are key strategies for sustaining steady work as an independent contractor.

What is the difference between Independent Contractor Driver vs Delivery Driver?

AspectIndependent Contractor DriverDelivery Driver
CredentialsDriver's license, vehicle insurance, possibly a commercial licenseDriver's license, vehicle insurance
Work EnvironmentSelf-employed, flexible schedule, operates own vehicleEmployed by a company, fixed routes or schedules, company vehicle often provided
Employer & Industry UsageWorks independently across various industries like ride-sharing or freightWorks for companies like food delivery, parcel services, or courier companies

Independent Contractor Drivers typically operate as self-employed individuals with flexible schedules and their own vehicles, serving multiple industries. Delivery Drivers are usually employed by companies, follow set routes, and may use company vehicles. Both roles require a valid driver's license and insurance, but their employment structure and work environment differ significantly.

Is being an independent contractor driver worth it?

Being an independent contractor driver offers flexibility in scheduling and the potential for higher earnings based on hours worked and efficiency. However, it also involves managing your own expenses, insurance, and taxes, and income can vary depending on demand and location.

What are the most commonly searched types of Driver jobs in Bend, OR?

The most popular types of Driver jobs in Bend, OR are:

What are popular job titles related to Independent Contractor Driver jobs in Bend, OR?

For Independent Contractor Driver jobs in Bend, OR, the most frequently searched job titles are:

What cities near Bend, OR are hiring for Independent Contractor Driver jobs?

Cities near Bend, OR with the most Independent Contractor Driver job openings:

Infographic showing various Independent Contractor Driver job openings in Bend, OR as of August 2026, with employment types broken down into 75% Full Time, 17% Part Time, and 8% Contract. Highlights an 100% In-person job distribution, with an average salary of $59,761 per year, or $28.7 per hour.

Insurance Sales Representative

Canyon Creek Financial LLC.

Redmond, OR โ€ข On-site

$75K - $100K/yr

Contractor

Medical

Re-posted 4 days ago


Job description

Insurance Sales Representative

At Canyon Creek Financial, we believe meaningful impact comes from depth, clarity, and integrity.

We're seeking a thoughtful, independent, and purpose-driven professional to join our team as an Insurance Sales Representative. This is more than a sales position; it's an opportunity to do meaningful work, grow both personally and professionally, and provide practical solutions that deliver long-term financial protection through direct sales.


Why This Role May Be a Great Fit

Autonomy with Purpose
Manage your own schedule and territory as an independent contractor while making a genuine difference in the lives of local businesses in your community.

Integrity-Driven Growth
Represent practical insurance solutions, supported by structured training, mentorship, and clear paths to professional development.

Performance-Based Opportunity

Earn competitive, uncapped compensation with the support and resources needed for long-term success.


What You'll Do

  • Meet face-to-face with local business owners to provide consultative insurance solutions

  • Build and maintain long-term client relationships through consistent service

  • Manage your own territory, schedule, and client pipeline

  • Collaborate with leadership while operating independently


What You'll Gain

At Canyon Creek Financial, you'll find a performance-based opportunity with strong structure, meaningful support, and long-term potential:

  • Earnings Potential: $75,000$100,000+ annually through uncapped commissions and bonuses, with a weekly base draw during the startup period

  • Growth & Incentives: Stock options, recognition trips, short sales cycles (typically three business days), and development both personal and professional with clear paths for leadership development

  • Support & Autonomy: Structured training, ongoing mentorship, and proven resourcesalong with the freedom to develop your own work style

  • Schedule & Environment: MondayFriday schedule with occasional flexibility in an in-person, Business-to-Business sales setting


Requirements

  • Willingness to obtain a state health insurance license. We provide guidance through the licensing process and offer reimbursement of associated costs.

  • Five or more years of professional experience is preferred. Applicants with relevant outside sales experience may be considered with fewer years. A bachelor's degree is beneficial but not required.

  • Valid driver's license and reliable transportation for local business travel

  • Comfort using a smartphone, iPad, CRM systems, and digital communication tools


A Thoughtful Career That Respects Your Time and Your Mind

If you value autonomy, insight, and meaningful contributionand want a career that grows with youCanyon Creek Financial may be the place to build something that will.

Apply today and take the first step toward a career defined by purpose and impact.
Learn more at www.canyoncreekfinancial.com