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Contract Driver Jobs in Naples, FL (NOW HIRING)

WeDriveU

Transit CDL Driver

Naples, FL

$23.67/hr

Compliance with all applicable company, federal, state, county, district, and contract specific Driver requirements Note: All interested applicants for a Transit Driver position begin with us as a ...

WeDriveU

Transit CDL Driver

Naples, FL · On-site

$23.67/hr

Compliance with all applicable company, federal, state, county, district, and contract specific Driver requirements Note: All interested applicants for a Transit Driver position begin with us as a ...

AdviniaCare Naples

Driver

Naples, FL

Driver Job Summary We are seeking a reliable and safety-conscious Driver to join our team at AdviniaCare Naples. As a Driver, you will be responsible for safely transporting residents to and from ...

AdviniaCare

Driver

Naples, FL · On-site

) Driver Job Summary We are seeking a reliable and safety-conscious Driver to join our team at AdviniaCare Naples. As a Driver, you will be responsible for safely transporting residents to and from ...

Artis Naples

Driver

Naples, FL

The Driver is expected to follow established procedures, policies and protocols necessary for the safety of those being transported. They are also responsible for ensuring the equipment is in top ...

MV Transportation

Driver

Naples, FL · On-site

$19.33/hr

Overview We are looking to add Drivers to our team in Naples, FL. Responsibilities Paid Training Classes Starting Immediately - Secure Your Seat Today! What's In it for YOU: * $19.33/hour starting ...

MV Transportation

Driver

Naples, FL

$19.33/hr

We are looking to add Drivers to our team in Naples, FL. Paid Training Classes Starting Immediately - Secure Your Seat Today! What's In it for YOU: * $19.33/hour starting rate * Full Benefits ...

Artis--Naples

Driver

Naples, FL · On-site

The Driver is expected to follow established procedures, policies and protocols necessary for the safety of those being transported. They are also responsible for ensuring the equipment is in top ...

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All JobsContract Driver JobsContract Driver Jobs in Naples, FL

Contract Driver information

See Naples, FL salary details

$10

$34

$81

How much do contract driver jobs pay per hour?

As of Aug 22, 2026, the average hourly pay for contract driver in Naples, FL is $34.83, according to ZipRecruiter salary data. Most workers in this role earn between $16.30 and $59.09 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 Naples, FL?

The most popular types of Driver jobs in Naples, FL are:

What are popular job titles related to Contract Driver jobs in Naples, FL?

For Contract Driver jobs in Naples, FL, the most frequently searched job titles are:

What job categories do people searching Contract Driver jobs in Naples, FL look for?

The top searched job categories for Contract Driver jobs in Naples, FL are:

What cities near Naples, FL are hiring for Contract Driver jobs?

Cities near Naples, FL with the most Contract Driver job openings:

Contract Driver jobs near you
Infographic showing various Contract Driver job openings in Naples, FL as of August 2026, with employment types broken down into 57% Full Time, 29% Part Time, and 14% Contract. Highlights an 100% In-person job distribution, with an average salary of $72,437 per year, or $34.8 per hour.

Contract Investigator - Naples, FL

OMNIPLEX World Services Corporation

Naples, FL • On-site

Full-time

Re-posted 15 days ago

Job description

OMNIPLEX World Services Corporation is seeking talented individuals committed to excellence, honesty, and integrity to join our team.We are a trusted provider of high quality background investigations programs to Department of Homeland Security (DHS) and the intelligence community at locations throughout the United States. OMNIPLEX is seeking to fill immediate and upcoming openings for Contract Investigators.A Contract Investigator works for us on an as needed basis and no hours are guaranteed. We prefer Contractors to be available to work a minimum of ten hours per week where work is available.Candidate must be willing to travel within a 35-50 mile radius from city location.
  • Candidate must be local to Naples, FL
QUALIFICATIONS:
  • U.S. Citizenship;
  • H.S. Diploma or equivalent;
  • Minimum of 1 year of specialized Federal Background investigative experience within the last 5 years;
  • Must have some FIS Experience;
  • Reliable personal vehicle, valid driver's license, and satisfactory driving record;
  • Willing to travel on temporary duty assignments as needed (by car or plane);
  • Successfully pass background checks and all required training;
  • Ability to solve practical problems and deal with a variety of concrete variables in situations where only limited standardization exists;
  • Ability to interpret a variety of instructions furnished in oral, written, diagram, or schedule form;
  • Ability to read, analyze, and interpret professional journals, technical procedures, or governmental regulations;
  • Ability to write reports and business correspondence;
  • Ability to work in a MS Window based operating environment, including proficiency with Microsoft Office (Word, Excel, PowerPoint), Internet and E-mail;
  • Current (within the last 2 years) Single Scope Background Investigation (SSBI) or active Secret level security clearance based on an SSBI and able to obtain the required security clearance.
Job Duties and Responsibilities:
  • Conduct in-person, one-on-one subject interviews to obtain factual information about the individual's background and character, in accordance with agency guidelines and instructions.
  • Obtain factual information from a variety of personal and record sources to produce a report of investigation that contains all pertinent facts of an individual's background and character in accordance with agency guidelines and instructions.
  • Travel throughout the geographic area of responsibility to conduct investigations at various places of employment, residence, and education institutions as cases are assigned.
  • Must be willing to travel in and around assigned location within 30-50 miles (or more) as needed
  • Engage in dialogue on a regular basis with managers and representatives at contractor facilities, various U. S. Government organizations, and law enforcement agencies to develop and maintain effective and cooperative working relationships.
  • Adapt to changing situations and environments as they occur and be able to interact with people from all walks of life and socioeconomic levels.
  • Demonstrate strong verbal and written communications skills and exhibit professional demeanor in all situations.
  • Work load based on availability of cases in geographic area.
  • Some voluntary, temporary duty assignments in other areas of the country (typically 2-4 weeks at a time) are possible.
  • Other duties as required.
Desired Experience and Education:
  • Background Investigator Training that meets the National Training Standards (NTS)
  • Prior background investigations experience supporting government contracts.
  • Associate or Bachelor degree in Criminal Justice or a related field.
  • Current Top Secret clearance

WORKING CONDITIONS:
Work is typically based in the investigator's home office as well as in the investigator's personal vehicle traveling to various field locations to conduct interviews. Coverage area varies and could include some extended drives. Work hours vary depending on availability of leads and do not always fall within normal business hours, to include potential weekend hours or third-shift appointments.
PHYSICAL REQUIREMENTS:
Requires intermittent standing, writing/typing, walking, sitting, and driving throughout the workday, and may include for multiple hours.

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