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Independent Contractor Driver 1099 Jobs (NOW HIRING)

Bluebirds Transportation

Contractors

Boise, ID

Independent Contractor Driver | Run Your Own Transportation Business Flexible Schedule Use Your Own Vehicle Earn a Percentage of Revenue Are you looking for more than just another driving job?

Bluebirds Transportation

Contractors

Boise, ID · On-site

Independent Contractor Driver | Run Your Own Transportation Business Flexible Schedule • Use Your Own Vehicle • Earn a Percentage of Revenue Are you looking for more than just another driving job?

GREENLIGHT EXPRESS LOGISTICS LLC

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Independent Contractor Delivery

Indianapolis, IN · On-site

$150 - $350/day

Job Summary We are hiring reliable and motivated Independent Contractor Delivery Drivers (1099) to deliver small parcels throughout Indianapolis, IN and surrounding areas, including Taylorville ...

GREENLIGHT EXPRESS LOGISTICS LLC

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Independent Contractor Delivery

Indianapolis, IN · On-site

$150 - $350/day

Job Summary We are hiring reliable and motivated Independent Contractor Delivery Drivers (1099) to deliver small parcels throughout Indianapolis, IN and surrounding areas, including Taylorville ...

Polar Transit LLC

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Class A CDL Dump Truck Driver (1099 Contractor)

Chicago, IL · On-site

$6.0K - $7.5K/mo

This is a 1099 Independent Contractor position operating out of our yard in Gary, IN . If you are a safety-minded driver with solid experience behind the wheel and a clean record, we want to hear ...

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How much do independent contractor driver 1099 jobs pay per week?

As of Aug 1, 2026, the average weekly pay for independent contractor driver 1099 in the United States is $1,089.33, according to ZipRecruiter salary data. Most workers in this role earn between $721.15 and $1,211.54 per week, depending on experience, location, and employer.

What are some common challenges faced by Independent Contractor Drivers working under a 1099 agreement?

Independent Contractor Drivers operating under a 1099 agreement often face challenges such as managing their own schedules, handling vehicle maintenance costs, and ensuring consistent income flow. Since they are considered self-employed, they need to track their own expenses and taxes, which can require additional organizational skills. Additionally, they may need to secure their own insurance and benefits, as these are typically not provided by the contracting company. Navigating fluctuating demand and maintaining positive client relationships are also important aspects of succeeding in this role.

What are Independent Contractor Driver 1099 positions?

Independent Contractor Driver 1099 positions are jobs where drivers work for themselves rather than being employed by a company. These drivers use their own vehicles to deliver goods, transport passengers, or provide courier services, and are paid per job or delivery. As independent contractors, they are responsible for managing their own taxes, expenses, and schedules, and do not receive employee benefits like health insurance or paid time off. The '1099' refers to the IRS form used to report their income for tax purposes.

What is the difference between Independent Contractor Driver 1099 and Delivery Driver?

AspectIndependent Contractor Driver 1099Delivery Driver
CredentialsNone specific; may require a valid driver’s licenseValid driver’s license; sometimes specific vehicle requirements
Work EnvironmentFlexible; self-managed routes and schedulesScheduled deliveries; often employed by a company
Employer & Industry UsageWorks independently; common in gig economyEmployed or contracted by delivery companies or restaurants

Independent Contractor Driver 1099 drivers operate independently with flexible schedules, often working for multiple clients, while Delivery Drivers typically work for specific companies with set routes and schedules. Both roles require a valid driver’s license, but Independent Contractor Drivers have more autonomy in their work arrangements.

What are the key skills and qualifications needed to thrive as an Independent Contractor Driver (1099), and why are they important?

To excel as an Independent Contractor Driver (1099), you need a valid driver’s license, a clean driving record, and familiarity with local routes, often supported by meeting vehicle and insurance requirements. Proficiency with GPS navigation apps, delivery management platforms, and sometimes basic vehicle maintenance tools is important. Strong time management, customer service, and self-motivation are standout soft skills for this role. These abilities ensure timely, reliable deliveries and customer satisfaction while maintaining compliance and efficiency as an independent worker.
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What cities are hiring for Independent Contractor Driver 1099 jobs? Cities with the most Independent Contractor Driver 1099 job openings:
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What job categories do people searching Independent Contractor Driver 1099 jobs look for? The top searched job categories for Independent Contractor Driver 1099 jobs are:
Independent Contractor Driver 1099 jobs near you
Infographic showing various Independent Contractor Driver 1099 job openings in the United States as of July 2026, with employment types broken down into 73% Full Time, 7% Part Time, and 20% Contract. Highlights an 90% Physical, 1% Hybrid, and 9% Remote job distribution, with an average salary of $56,645 per year, or $27.2 per hour.

Independent Contractor Cargo Van Driver (1099)

Casa Bonita Oshun L.L.C.

Chicopee, MA • On-site

$16.75 - $21/hr

Contractor

Posted 21 days ago

Job description

Independent Contractor Cargo Van Driver (1099)

Expedited Freight • Regional & Long-Distance Routes

Company: Casa Bonita Oshun L.L.C.

Location: Massachusetts (Regional & OTR Routes)

Employment Type: Independent Contractor (1099)

Vehicle Provided: New 2025 Ford Transit Cargo Van

Build Your Future with Casa Bonita Oshun L.L.C.

Casa Bonita Oshun L.L.C. is a growing transportation and logistics company seeking an experienced, safety-focused, and dependable Independent Contractor Driver to operate our company-owned 2025 Ford Transit Cargo Van.

We are looking for a transportation professional who understands that our vehicle, our customers, and our reputation are valuable assets. The ideal candidate demonstrates integrity, professionalism, exceptional communication skills, and a commitment to safe and efficient freight transportation.

If you are an experienced cargo van driver who takes pride in your work and wants to establish a long-term professional relationship with a growing transportation company, we encourage you to apply.

Position Summary

The Independent Contractor Driver is responsible for the safe, timely, and professional transportation of expedited freight throughout regional and long-distance routes. The successful candidate will represent Casa Bonita Oshun L.L.C. while maintaining the highest standards of customer service, vehicle care, and operational excellence.

Essential Responsibilities

  • Safely operate a company-owned 2025 Ford Transit Cargo Van.
  • Transport expedited freight while meeting all scheduled pickup and delivery appointments.
  • Conduct thorough pre-trip and post-trip inspections before and after every trip.
  • Secure freight using proper cargo securement procedures.
  • Maintain accurate electronic logs, proof-of-delivery documentation, and shipment records.
  • Communicate proactively with dispatch, brokers, and customers regarding shipment status.
  • Report delays, accidents, maintenance concerns, or delivery issues immediately.
  • Maintain a clean, organized, and professional vehicle at all times.
  • Comply with all applicable federal, state, and local transportation regulations.
  • Represent Casa Bonita Oshun L.L.C. professionally with every customer interaction.

Minimum Qualifications

Applicants must meet ALL of the following qualifications:

  • Minimum five (5) years of verifiable commercial driving experience operating cargo vans, Sprinter vans, Transit vans, box trucks, or similar commercial vehicles.
  • Valid U.S. driver's license.
  • Legal authorization to work in the United States.
  • Clean Motor Vehicle Record (MVR).
  • No preventable accidents within the past three (3) years.
  • No DUI, reckless driving convictions, or major moving violations within the past seven (7) years.
  • Successfully pass a comprehensive background investigation.
  • Successfully pass a pre-contract drug screening and participate in random drug testing when required.
  • Excellent verbal and written communication skills.
  • Experience using GPS navigation, mobile dispatch applications, and electronic proof-of-delivery systems.
  • Ability to lift up to 50 pounds.
  • Willingness to travel regionally and complete overnight trips as required.

Preferred Qualifications

Preference will be given to applicants with experience in:

  • Expedited freight transportation
  • Last-mile delivery
  • Medical courier services
  • Time-sensitive freight
  • Independent contractor driving
  • Working with freight brokers and dispatch services

Professional Characteristics

The ideal candidate is:

  • Dependable
  • Honest
  • Safety-oriented
  • Customer-focused
  • Detail-oriented
  • Organized
  • Professional in appearance and communication
  • Respectful of company equipment
  • Able to solve problems independently
  • Committed to protecting company assets

Compensation

  • Competitive compensation based on completed loads.
  • Consistent freight opportunities based on customer demand.
  • Flexible scheduling.
  • Opportunity for long-term partnership with a growing transportation company.
  • Performance-based incentives may be available.

Hiring Process

Qualified applicants should submit:

  • Current resume.
  • Detailed commercial driving history.
  • Copy of a valid driver's license.
  • Three professional references from previous employers or transportation supervisors.

Final candidates will be required to complete:

  • Motor Vehicle Record (MVR) review.
  • Criminal background investigation.
  • Employment verification.
  • Reference verification.
  • Drug screening.
  • Road test and driving evaluation.
  • Vehicle inspection knowledge assessment.

Initial Contract Period

Selected contractors will begin under a 90-day probationary Independent Contractor Agreement.

During this period, performance will be evaluated based on:

  • Safe driving practices
  • On-time deliveries
  • Customer service
  • Communication
  • Vehicle care
  • Attendance and reliability
  • Compliance with company policies

Successful completion of the probationary period may lead to an ongoing Independent Contractor relationship.

Why Join Casa Bonita Oshun L.L.C.?

At Casa Bonita Oshun L.L.C., we believe that exceptional transportation begins with exceptional professionals. We invest in quality equipment, value integrity, and strive to build long-term partnerships with drivers who share our commitment to safety, reliability, and outstanding customer service.

If you are a transportation professional who takes pride in delivering excellence every mile, we invite you to apply and become part of our growing team.