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Contract Driver Jobs in Chester, VA (NOW HIRING)

Centerline Drivers

Local Box Truck Driver

Richmond, VA · On-site

$23/hr

... Contract Administration. We are an equal opportunity employer, and all drivers will receive ... consideration for employment without regard to race, color, religion, sex, national origin ...

Centerline Drivers

Local Box Truck Driver

Richmond, VA · On-site

$23/hr

... Contract Administration. We are an equal opportunity employer, and all drivers will receive ... consideration for employment without regard to race, color, religion, sex, national origin ...

Centerline Drivers

Local Class A Driver

Richmond, VA · On-site

$27.50/hr

... Contract Administration. We are an equal opportunity employer, and all drivers will receive ... consideration for employment without regard to race, color, religion, sex, national origin ...

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All JobsContract Driver JobsContract Driver Jobs in Chester, VA

Contract Driver information

See Chester, VA salary details

$10

$34

$79

How much do contract driver jobs pay per hour?

As of Sep 3, 2026, the average hourly pay for contract driver in Chester, VA is $34.03, according to ZipRecruiter salary data. Most workers in this role earn between $15.91 and $57.74 per hour, depending on experience, location, and employer.

What is a contract driver?

Contract drivers are independent professionals who transport goods, packages, or passengers for companies or individuals based on a contractual agreement rather than as direct employees. They may work for delivery services, ride-share platforms, or logistics companies, often using their own vehicles. Contract drivers are responsible for managing their schedules, maintaining their vehicles, and handling taxes as independent contractors. This role offers flexibility but does not typically include benefits like health insurance or paid time off.

What does a contract driver do?

As a contract driver, your primary responsibilities are to drive a vehicle to transport materials or items on a contract basis. Your duties vary depending on the details of each contract. You may drive a truck on a set delivery route to transport cargo, or you may have independent courier contracts and pick up and deliver materials for businesses, medical service providers, or private individuals. If you work as a courier, you may coordinate with a dispatch operator to receive information for each delivery. Contract drivers typically own the vehicle that they drive.

What skills and qualifications are needed to thrive as a contract driver?

To thrive as a Contract Driver, you need a valid driver's license, a clean driving record, and familiarity with local routes and traffic laws. Experience with GPS navigation systems, delivery management apps, and, in some cases, a commercial driver's license (CDL) are typically required. Strong time management, reliability, and customer service skills make someone stand out in this role. These skills and qualities ensure timely, safe deliveries and positive client interactions, which are critical for building trust and repeat business.

What are common challenges contract drivers face and how can they be managed?

Contract drivers often face challenges such as unpredictable schedules, variable workloads, and maintaining their own vehicles. Managing these challenges involves strong time-management skills, staying organized with route planning, and ensuring regular vehicle maintenance. Many contract drivers also join professional networks or use mobile apps to streamline their work and find new opportunities, which can help reduce downtime and increase efficiency.

What is the difference between Contract Driver vs Delivery Driver?

AspectContract DriverDelivery Driver
CredentialsDriver's license, possibly commercial licenseDriver's license, sometimes specialized for certain vehicles
Work EnvironmentIndependent or contracted, often flexible hoursEmployed by a company, regular routes, scheduled hours
Employer & Industry UsageFreelance or contracted basis across various industriesCompany-employed, retail, food, or parcel delivery sectors
Search & Comparison IntentHigh overlap in credentials and work environmentSimilar roles but typically more structured employment

Contract drivers operate independently or on a contractual basis, offering flexibility and often working across multiple industries. Delivery drivers are usually employed by companies, following scheduled routes. Both roles require a valid driver's license, but contract drivers tend to have more autonomy, while delivery drivers have more structured hours.

More about Contract Driver jobs

What are the most commonly searched types of Driver jobs in Chester, VA?

The most popular types of Driver jobs in Chester, VA are:

What are popular job titles related to Contract Driver jobs in Chester, VA?

For Contract Driver jobs in Chester, VA, the most frequently searched job titles are:

What job categories do people searching Contract Driver jobs in Chester, VA look for?

The top searched job categories for Contract Driver jobs in Chester, VA are:

What cities near Chester, VA are hiring for Contract Driver jobs?

Cities near Chester, VA with the most Contract Driver job openings:

Contract Driver jobs near you
Infographic showing various Contract Driver job openings in Chester, VA as of August 2026, with employment types broken down into 1% As Needed, 67% Full Time, 30% Part Time, and 2% Contract. Highlights an 99% Physical, and 1% Remote job distribution, with an average salary of $70,775 per year, or $34 per hour.

Class A RBC Qualified Individual Contract Consulting Role

Stand Strong Fencing of Midlothian

Midlothian, VA • Remote

$1.5K - $2.0K/mo

Full-time

Posted 7 days ago

Job description

Benefits:
  • Flexible schedule
  • Free uniforms
  • Training & development

Company: Gale Enterprises Inc. 
Location: Midlothian, VA (serving Chesterfield, Richmond, and Powhatan territories)
Job Type: Contract, 6 month initial term with 6-month renewal option
Compensation: Flat monthly fee 
About Us Gale Enterprises Inc. operates a Stand Strong Fencing franchise serving the greater Richmond area, including full deck build services. We're a veteran-owned company building out our licensing and operational foundation.
Position Overview We're seeking a licensed Class A Residential Building Contractor to serve as our Qualified Individual (QI) with the Virginia DPOR. This is a QI-focused role — not a field labor or project management position. This person will serve in a consulting, mentoring role for the owner. Owner is working on his Commercial Builders license and would like to gain experience in the residential building zone.
Requirements
  • Current, active Virginia Class A Residential Building Contractor license
  • Clean licensing/compliance history with DPOR
  • Willing to fulfill DPOR's QI role requirements for the duration of the engagement
Compensation & Term
  • A negotiable flat monthly fee, paid for the duration of the engagement
  • Initial term: 6 months
  • Renewable in 6-month increments by mutual agreement
Interested candidates should reach out with current license number/status and availability.

This is a remote position.