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Independent Contractor Driver Jobs in West Springfield, MA

Casa Bonita Oshun L.L.C.

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Independent Contractor Cargo Van Driver (1099)

Chicopee, MA · On-site

$16.75 - $21/hr

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:

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Field Inspector 1099 Contractor

Hartford, CT · On-site

Valid driver's license * State Issued Workers Compensation * Certificate of General Liability Insurance * LLC Articles or Certificate of Organization * 1099 independent contractor * Seek Now operates ...

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Field Inspector 1099 Contractor

Springfield, MA · On-site

Valid driver's license * State Issued Workers Compensation * Certificate of General Liability Insurance * LLC Articles or Certificate of Organization * 1099 independent contractor * Seek Now operates ...

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All JobsIndependent Contractor Driver JobsIndependent Contractor Driver Jobs in West Springfield, MA

Independent Contractor Driver information

See West Springfield, MA salary details

$392

$1.1K

$2.1K

How much do independent contractor driver jobs pay per week?

As of Jul 27, 2026, the average weekly pay for independent contractor driver in West Springfield, MA is $1,085.50, according to ZipRecruiter salary data. Most workers in this role earn between $719.23 and $1,207.69 per week, depending on experience, location, and employer.

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

To thrive as an Independent Contractor Driver, you need a valid driver’s license, clean driving record, and strong knowledge of traffic laws and navigation. Familiarity with GPS navigation apps, mobile dispatch systems, and sometimes vehicle maintenance tools is commonly required. Excellent time management, customer service skills, and reliability set standout drivers apart. These skills ensure timely, safe deliveries and high customer satisfaction, which are critical for building a strong reputation and consistent work.

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.

Can I make money as a medical courier?

As an independent contractor driver working as a medical courier, you can earn income by transporting medical supplies, specimens, or pharmaceuticals for healthcare facilities. Earnings depend on factors such as delivery volume, distance, and your ability to manage schedules efficiently; many drivers also need proper training and sometimes certifications related to handling sensitive medical items.

What independent delivery service pays the most?

Among independent contractor driver roles, delivery services like Amazon Flex, Uber Eats, and DoorDash are known for offering competitive pay, often based on delivery distance, time, and tips. Amazon Flex generally provides higher hourly rates compared to some food delivery services, especially for drivers with flexible schedules and good driving records. Earnings can vary widely depending on location, demand, and individual effort.

How much does Amazon pay you to drive your own car?

Amazon Flex drivers, who use their own cars to deliver packages, typically earn between $18 and $25 per hour, depending on location and delivery volume. Payments are made weekly and may include tips, with drivers responsible for their own fuel, maintenance, and insurance costs.

What are independent contractor drivers?

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.

How much do self-employed delivery drivers make?

Self-employed delivery drivers, such as independent contractor drivers, typically earn between $15 and $25 per hour, depending on factors like location, delivery volume, and platform fees. Their total income can vary widely based on hours worked, tips, and expenses such as fuel and vehicle maintenance.

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.

More about Independent Contractor Driver jobs
What are the most commonly searched types of Driver jobs in West Springfield, MA? The most popular types of Driver jobs in West Springfield, MA are:
What cities near West Springfield, MA are hiring for Independent Contractor Driver jobs? Cities near West Springfield, MA with the most Independent Contractor Driver job openings:
Independent Contractor Driver jobs near you
Infographic showing various Independent Contractor Driver job openings in West Springfield, MA as of July 2026, with employment types broken down into 47% Full Time, and 53% Contract. Highlights an 100% In-person job distribution, with an average salary of $56,446 per year, or $27.1 per hour.

Independent Contractor Cargo Van Driver (1099)

Casa Bonita Oshun L.L.C.

Chicopee, MA • On-site

$16.75 - $21/hr

Contractor

Posted 16 days ago

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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.