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Independent Contractor Driver Jobs in Vermont (NOW HIRING)

OnWay Transport LLC

Medical Delivery Driver

Williston, VT · On-site

$18 - $22.25/hr

Independent Contractors. Delivery Drivers needed to deliver time sensitive life saving supplies On Demand. Medical delivery drivers are delivering blood supply in emergency situations. 24/7 -365 ...

Seek Now

Field Inspector 1099 Contractor

Burlington, VT · 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 ...

OnWay Transport

Medical Delivery Driver

Williston, VT · On-site

$17 - $25/hr

Independent contractor flexibility * Meaningful work supporting hospitals and labs * Routes available for cargo/sprinter vans * $50 Driver Referral Bonus Key Responsibilities * Safely and promptly ...

DeliverThat

Catering Delivery Driver

Essex Junction, VT · On-site

$17 - $21.25/hr

Join a driver-first platform that values your time, respects your hustle, and rewards your effort ... Position Type This is a 1099 Independent Contractor position. Ready to Deliver More Than Just Food?

DeliverThat

Catering Delivery Driver

Essex Junction, VT · On-site

$17 - $21.25/hr

Join a driver-first platform that values your time, respects your hustle, and rewards your effort ... Position Type This is a 1099 Independent Contractor position. Ready to Deliver More Than Just Food?

DeliverThat

Catering Delivery Driver

Burlington, VT · On-site

$16.50 - $20.75/hr

Join a driver-first platform that values your time, respects your hustle, and rewards your effort ... Position Type This is a 1099 Independent Contractor position. Ready to Deliver More Than Just Food?

CRST

CDL A Owner Operator Truck Driver

Burlington, VT

$8.0K - $10K/wk

CRST Specialized Solutions is looking for independent contractor teams (Owner Operators) to haul ... Driver assist position - loading and unloading freight Compensation & Benefits: * Tolls are 100 ...

CRST

CDL A Owner Operator Truck Driver

Colchester, VT

$8.0K - $10K/wk

CRST Specialized Solutions is looking for independent contractor teams (Owner Operators) to haul ... Driver assist position - loading and unloading freight Compensation & Benefits: * Tolls are 100 ...

CRST

CDL A Owner Operator Truck Driver

Rutland, VT

$8.0K - $10K/wk

CRST Specialized Solutions is looking for independent contractor teams (Owner Operators) to haul ... Driver assist position - loading and unloading freight Compensation & Benefits: * Tolls are 100 ...

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All JobsIndependent Contractor Driver JobsIndependent Contractor Driver Jobs in Vermont

Independent Contractor Driver information

See Vermont salary details

$419

$1.2K

$2.2K

How much do independent contractor driver jobs pay per week?

As of Aug 14, 2026, the average weekly pay for independent contractor driver in Vermont is $1,158.23, according to ZipRecruiter salary data. Most workers in this role earn between $767.31 and $1,288.46 per week, depending on experience, location, and employer.

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.

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 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 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 Vermont?

The most popular types of Driver jobs in Vermont are:

What are popular job titles related to Independent Contractor Driver jobs in Vermont?

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

What job categories do people searching Independent Contractor Driver jobs in Vermont look for?

The top searched job categories for Independent Contractor Driver jobs in Vermont are:

What cities in Vermont are hiring for Independent Contractor Driver jobs?

Cities in Vermont with the most Independent Contractor Driver job openings:

Independent Contractor Driver jobs near you
Infographic showing various Independent Contractor Driver job openings in Vermont as of August 2026, with employment types broken down into 67% Full Time, 25% Part Time, and 8% Contract. Highlights an 100% In-person job distribution, with an average salary of $60,228 per year, or $29 per hour.

Freight Dispatcher (Independent Contractor) - $1,800 to $4,500+ Weekly Potential

American Logistics Authority

Burlington, VT • On-site

$1.8K - $4.5K/wk

Full-time

Re-posted 28 days ago

Job description

Freight Dispatcher (Independent Contractor) - $1,800 to $4,500+ Weekly Potential
Employment Type: 1099 / Independent Contractor
Location: Remote (U.S. Based Only)
This is a performance-based dispatch role working with owner-operators under their own authority. Earnings are commission-based, and income depends on efficiency, negotiation skill, and carrier volume.
What You'll Do
  • Book loads through broker networks and load boards
  • Negotiate competitive rates
  • Coordinate pickups, deliveries, tracking, and paperwork
  • Communicate professionally with both drivers and brokers
  • Manage your workflow independently
Requirements
  • Must currently reside in the U.S.
  • Laptop or desktop computer
  • High-speed internet connection
  • Professional phone / headset
  • Organized, dependable, and self-motivated

Experience in dispatching, brokerage, customer service, or similar communication-based roles is beneficial but not required.
What's Provided
  • Training resources and support systems
  • Workflow templates and operational guidance
  • Options for sourcing owner-operators to dispatch
  • Structured performance incentive program based on results (not a guaranteed or upfront bonus)
Who This is For
People who:
  • Prefer commission-based income with high earning potential
  • Can stay organized without supervision
  • Want to control their schedule and growth
How to Express Interest
Submit your application or response through the platform where this listing is posted.
A brief screening will follow to confirm fit and onboarding readiness.

Apply